Home Vacation Rentals By Owner In Gray, ME

Showing 20 Of 26 Vacation Rentals
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Exceptional(70)

$986

/ Nightly
Private Vacation Home

Ideal 2-family, Huge Main Room, Great Beach, Screened Porch/Patio with Fireplace

Gray, Maine, United States

Enjoy a 5-star vacation home and all of your favorite freshwater activities - swimming, kayaking, playing on a sandy beach, fishing off the dock, or just sitting by the water. Our dock can handle large boats, and if you don't have one to bring, a rental boat can be delivered to Little Sebago so you can enjoy lake cruising, water skiing and boarding, tubing, and fishing.brIn terms of location, the property is less than 20 minutes from a commercial area with numerous restaurants, the beautiful Spring Meadows Golf Course, Seacoast Adventure (mini-golf, aerial, games, rides, and restaurant with music on weekends), a good lobster pound, and a relaxing spa. And it's less than 40 minutes to Freeport and Portland for great dining, shopping, and cultural experiences.brThe fall is a great time of year to be at the lake with apple picking, hayrides, nature walks, and a great foliage season. Rattlesnake Mountain is 30 minutes away and has beautiful hiking (and no rattlesnakes). During the winter months, snowmobiling, ice fishing, cross-country-skiing, snowshoeing, and ice-skating (if the conditions are right) are all available out the front door, and we are within reasonable driving distance of some great downhill skiing.brThe home (we call it “The Lodge”) was built in 2013 with LEED-Platinum construction standards in mind. It was built on the same spot where our extended family’s first Little Sebago “camp” used to sit. It was hard for some of us to see it go, but the design of the new Lodge was based on many years of vacationing together in this exact location, and it works great for family reunions and multiple family rentals!brThe property has beautiful landscaping and mature trees. The waterside of the property has an outside granite stairway with a stainless handrail that winds down from the main floor’s screened porch to a terrace where there is another entrance, directly into the lower-level hallway. The stairway then goes a few more steps down to a partially-shaded grassy area - an ideal spot to spend time near the water, lounging or lake-watching. Nearby is a large waters-edge deck, an extra-large dock, a storage shed holding life jackets and paddles, and two sit-on-top kayaks (one double and one single). But the main outside attraction, for many, is the great private beach, with nice natural sand and a very gradual descent into the great water of Little Sebago Lake. A float completes the waterfront, and the swimming is excellent in both directions.brThe heart of the Lodge is the great room, which features a modern kitchen that can handle a crowd with ease, a large island with 6 bar chairs, a 12-person dining table, a round table for games and puzzles that seats 6, plenty of comfy furniture for lounging, and big windows for light, views, and breezes. There is no air conditioning, but there are multiple ceiling fans and at least one portable or window fan for each bedroom and the great room. There are beautiful wood floors and finishes throughout.brThe Lodge’s bedrooms come in two basic types, “large” and “flexible”. There are 2 “large” bedrooms. The large bedroom on the main level is wheelchair accessible and has great sound insulation from the the rest of the house, so it can be good for folks who don’t want to deal with stairs or who may want to go to bed earlier than others. It has a two extra-long twin beds that we can cinch together for you to make a king bed, great storage, and a compartmentalized full bath (3 lavs) that can be made either private or accessible from the great room. The other large bedroom, on the upper level, is actually a “suite” that occupies that entire floor. It has the same twin/king bed set-up, great storage, and its own full bath. And it also has a “nook” room with two regular-length twin mattresses on the floor for children, if needed.brThe four “flexible” bedrooms are on the lower level, which has a center hallway and a pair of these rooms on each side. These four bedrooms are the same size, and each has its own door with 2 extra-long twin beds (that we can cinch together to make a king bed). A set of four wardrobe closet create a wall between each pair of rooms. (Please note: it's a good visual barrier, but doesn't provide as much sound privacy as a real wall.) brAlso on the lower level are two compartmentalized full bathrooms. One full bath has one room with a stacked full-size laundry set and countertop lav, which leads to another room with a toilet or a third room with a shower. The other full bath on the lower level has one room with 3 countertop lavs, which leads to another room with a toilet or a third room with a tub/shower.brAll that said, many of us think the best part of this house is not really in the house or the waterfront - it’s the screened porch. This porch features a vaulted ceiling, two ceiling fans, a stone fireplace, and screen “walls” on three sides that roll up or down, from the floor into the ceiling, at the touch of a button. It is often enjoyed all day and then well into the evening for outside dining, fireside chatting or singing, and s’mores!brThe view of the lake from the home is to the west, so there are fabulous sunsets. The home sits on the southeast edge of Little Sebago Lake’s large central basin and across from Spider Island. The top part of the driveway is paved and is fine for parking, but it also has a basketball court and garage-mounted heavy-duty adjustable hoop - dunk away! (2 balls are provided). From there, the driveway slopes down toward the Lodge where there is parking for up to 6 vehicles very near the home. There is also parking for up to 4 more vehicles on the basketball court and next to the garage (except in the winter). Parking is not allowed alongside Qualey Road. In the winter, access to the home is via a different driveway that goes by a neighboring (but much smaller) home that our extended family also owns but doesn’t rent, and a second home (just beyond the smaller home) that we also own. (The latter sleeps 10 and is available as HomeAway #3846202.) Although it may sound a bit crowded, there is both space and vegetation between the homes, and the overall layout provides each home with a nice sense of privacy.
Bed 6

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Bath 4

Bath

Sleep 14

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Exceptional(36)

$665

/ Nightly
Private Vacation Home

4 BR/3 Bath Lakefront Sleeps 12

Gray, Maine, United States

This beautiful, tastefully decorated, lakefront home sits just yards from the shore of Little Sebago and features lots of sun and stunning sunsets. From the basement family room the property is flat to the water. The beach leads to a shallow entry and dock. You can bring your own power boat; we supply a canoe and 2 kayaks and life jackets. The large yard is ideal for croquet and other yard games. There are two large picnic tables and lawn chairs. Enjoy evening fires around the fire pit.br
Bed 4

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Bath 3

Bath

Sleep 12

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Exceptional(8)

$354

/ Nightly
Private Vacation Home

Lakefront-Swim-Kayak-FirePit-20min to Portland

Gray, Maine, United States

- Private Lakefront with dock and beach off the front porchbrbr- Kayaks and firpit provided to guestbrbr- Comfortably sleeps 8 guestbrbr- Only 20 minutes to Portlandbrbr- Fast WiFi for streaming and remote workbrbr- BBQ Grillbrbr- Conveniently located for hiking trips, the Maine Wildlife Park, and many more Maine adventures.
Bed 4

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Bath 2

Bath

Sleep 8

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$346

/ Nightly
Cottage

PET FRIENDLY WITH A SANDY BEACH AND DOCK

Gray, Maine, United States

OCCUPANCY LIMIT 8 - PET OK with $125 fee- LITTLE SEBAGO LAKE - BEACHFRONT. A little bit of yesteryear and a whole lot of BEACH comes with this comfortable old fashioned lakeside cottage on Little Sebago Lake. Livingroom with fireplace. Nice deck on lakeside overlooking the water. Three bedrooms plus sleeping alcove. Bath with shower. Convenient location, easy drive to shopping and a short drive into Portland for oceanside shopping and dining. Shared swim float. Great lake for swimming, boating, and fishing- and a great spot for just relaxing at the beach! Firepit. Also available into September and October for enjoying leaf-peeping and the Fryeburg!br Waterfront Description: beautiful sandy beach, common swim float. Dock/Suitable for tie-up: Yes. Mooring: no.br Bedrooms: Three. 1st floor: 1 bedroom w/queen, tiny alcove w/1 double. 2nd floor: 1 w/double somewhat separated from 1w/ 2 twin beds. Linens and Towels not provided. (AVAILABLE TO RENT AT OUR JORDAN RENTALS OFFICE)br Amenities/Additional Info: Internet - Yes, Cable - Yes, DVD - Yes, Washer/Dryer -No, Dishwasher - No, Fans - Yes, Heat - Gas, Grill Type - Gas, Firepit - Yes, Outdoor Furniture - Yes, Smoking - No, Water - Well. - COFFEE: DRIP
Bed 3

Bed

Bath 1

Bath

Sleep 8

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$555

/ Nightly
Cabin

Waterfront Access with Kayaks, Private Deck and a Firepit

Gray, Maine, United States

Escape to this spacious, serene cabin with modern amenities on Little Sebago Lake. Includes 4 bedrooms, 7 beds & 2 living room areas. Enjoy a luxe retreat into nature with Kayaks, Paddle Boards, a Firepit, BBQ grill, and a spacious private deck with a table and seating. Just steps away from two waterfront access points. Massive windows in the living / dining room bring in lots of natural light. Fully-equipped kitchen plus a dining room table to enjoy a shared meal after a day of adventuring.brbrHIGHLIGHTS: br★ On Little Sebago Lake - great for swimming, fishing, sunbathing & water activitiesbr★ 4 Bedrooms, 7 Bedsbr★ Walk to a neighborhood beach and lake access pointsbr★ 2 Kayaks and 2 Paddle Boards provided br★ Massive private deck with an outdoor dining table that seats 8 br★ Dining room + table that can seat 6br★ Bonus living room downstairs with a bar, mini fridge and smart TVbr★ Dedicated workspace with a desk, chair & printerbr★ High chair and pack-n-play available for childrenbr★ Board Games + Booksbr★ Outdoor firepit with seating available - please note, we do not provide wood br★ Gas BBQ grill - please note, we do not provide propane for the grillbr★ Plenty of storage for your clothing and other itemsbr★ Hassle-free check-in with no keys, just codesbr★ Coffee + Coffee Makerbr★ Plenty of parking for your carsbr★ High-speed Wifibr★ Shampoos, conditioner and body wash providedbr★ Washer/Dryerbr★ 12 minutes from Fisherman’s Net - a fish market/deli that is top rated in the area. You can get some delicious fresh seafood and lobster there.br★ Just 30 minutes to Portland or Freeport for shopping and diningbrbrBEDS:brBedroom 1: King BedbrBedroom 2: King BedbrBedroom 3: Double BedbrBedroom 4: Queen Bed + Twin-over-Full Bunk BedsbrBasement Living Room: Queen Sleeper SofabrbrBATHROOMbrBathroom 1: Full size with standing showerbrBathroom 2: Full size with shower/tub combobrbrIf you end up cancelling within the refund timeline, you will receive your money back based on our cancellation policy minus the payment processing fee (7%).brbrLocated on the shores of Little Sebago Lake, a scenic freshwater lake located in southern Maine in the town of Gray. Gray is a charming and tranquil town nestled in the heart of southern Maine, offering a perfect blend of natural beauty and small-town charm. Our neighborhood is a peaceful retreat surrounded by picturesque landscapes, yet conveniently located with easy access to modern amenities and attractions. The area is known for its beautiful scenery, featuring lush forests, serene lakes, and rolling hills. Just steps away from our home, you can explore Little Sebago Lake, perfect for boating, fishing, swimming, and kayaking. For hiking enthusiasts, the Libby Hill Forest Trails offer miles of well-maintained trails through diverse woodlands.brbrNearby Attractions: br- Maine Wildlife Park: A short drive away, this park is home to a variety of native wildlife, offering a unique and educational experience for all ages.br- Pineland Farms: Located nearby, this working farm and educational center provides opportunities for horseback riding, hiking, and farm-to-table dining experiences.br- Gray Plaza Shopping Center: For your convenience, find grocery stores, cafes, and local shops within a short drive.br-Bittersweet Ridge Disc Golf: Enjoy a day outdoors at Bittersweet Ridge Disc Golf. About a 20 minute drive from the house.br-Naples Seaplane Adventures - Exciting scenic flights over the lakes and mountains of Western Maine. A fun adventure for the entire family. About a 30 minute drive from the house.br-Dingley's Wharf - #1 in the area for Boat Tours & Water SportsbrWaterskiing & Jet-skiing, Gear Rentals, Boat Rentals, Stand Up Paddle boarding and Kayaking & Canoeing. About a 30 minute drive from the house.br-Seacoast Adventures - A seasonal, outdoor fun center with mini-golf, go-karts & a 100-ft. sky swing. About a 15 minute drive from the house. br-Point Sebago Golf Resort - About a 20 minute drive from the house.br-Steamboat Landing Mini Golf - Enjoy playing mini golf with the family. About a 30 minute drive from the house.br-Fisherman’s Net - A fish market/deli that is about a 12 minute drive from the house. It's top rated in the area. You can get some delicious fresh seafood and lobster there.brbrNearby Cities: br- Portland: Approximately a 30-minute drive, offering a vibrant cultural scene, historic sites, and waterfront dining.br- Freeport: About a 30-minute drive, home to the famous L.L. Bean flagship store and numerous outlet shops.brbrYou'll have the entire house to yourself. We also provide 2 kayaks and 2 paddle boards you can use as well as paddles & 4 life jackets, located in the shed. Kayaks & canoes found at the shared beaches belong to other homeowners, and are not to be used.brbrPlease message me via the app and I'll be happy to help!brbrOur home is located on the shores of Little Sebago Lake, a scenic freshwater lake located in southern Maine in the town of Gray. You can walk from our house to two different private neighborhood lakeshore access points that are great for swimming, sunbathing, fishing, or enjoying the provided kayaks/paddleboards. brbrThe town of Gray is charming and tranquil, nestled in the heart of southern Maine. Our neighborhood is a peaceful retreat surrounded by nature, yet conveniently located with easy access to modern amenities and attractions. brbrThe area is known for its beautiful scenery, featuring lush forests, serene lakes, and rolling hills. Just steps away from our home, you can explore Little Sebago Lake, perfect for boating, fishing, swimming, and kayaking. For hiking enthusiasts, the Libby Hill Forest Trails offer miles of well-maintained trails through diverse woodlands.brbrWe sit up high above other houses in the neighborhood. This gives you a beautiful view but presents a potentially challenging driveway for compact or low clearance vehicles. There is enough space for 4-5 cars at the top of our driveway but if your vehicle has a low ground clearance you may park at the bottom of the driveway as long as more than half of your vehicle is off of the street. There is a grassy spot to the left of our driveway, and another at the bottom of the stairs that lead down to the street. There is a staircase up to the house from the road. DO NOT PARK PAST THE NO PARKING SIGN next to the staircase at the bottom of the driveway as that is the neighbors property and parking area.brbrFrom the house, we are about a 2-3 minute walk to one lake access point. You walk down the stair case, take a right down Qualey Road to where the gravel road meets the pavement. Then turn left to walk to the lake. This area has great access for kayaks & paddle boards. brbrThere is a second lake access point that is about a 6 minute walk. This is where Qualey Road meets Mountain View Road. This area has a great beach, shallow water and great for swimming & sunbathing. Kayak and paddle access is also allowed here. brbrThe house has two different ways to heat/cool the house. Split units are located on all 3 levels of house. They control the air and heat in brThermostats on the walls only control the heaters on that floor - these are not necessary to use unless the house is very cold in the winter. The two bedrooms off of the kitchen do not have ac in them- the split units in the living room keep them cool. If extra air is needed, there are AC floor units in the closets that can be used if needed. Guests would have to put the duct into the window to create air flow.brbrDriveway: We sit up high above other houses in the neighborhood. This gives you a beautiful view but presents a potentially challenging driveway for compact or low clearance vehicles. There is enough space for 4-5 cars at the top of our driveway but if your vehicle has a low ground clearance you may park at the bottom of the driveway as long as more than half of your vehicle is off of the street. There is a grassy spot to the left of our driveway, and another at the bottom of the stairs that lead down to the street. There is a staircase up to the house from the road. DO NOT PARK PAST THE NO PARKING SIGN next to the staircase at the bottom of the driveway as that is the neighbors property and parking area.brOnly the number of guests listed with the reservation are allowed at the property at ALL times.brbrAll pets must be approved prior to booking. Pets must be added to your reservation as part of guest count after we approve them. $125 pet fee. We do not allow animals to go on the furniture or beds. You will be charged an additional fee if we find pet hair on the furniture or beds.brbrPlease be respectful of the decor and the space itself. We've put a lot of time and energy into making and keeping this home beautiful, if you ruin something or break our house rules we will keep your security deposit. brbrNo loud noise at nighttime. This is a residential area please respect the neighbors! brbrNO Smoking of any kind brNO Parties brPlease discard of all food in the trash can instead of the sink and only flush toilet paper down the toiletsbrbrOnce you've booked with us, we ask that you keep all communication within the platform. That's the best way to keep in touch and keep all the details in one place. Thank you! We look forward to hosting you!
Bed 4

Bed

Bath 2

Bath

Sleep 13

Sleeps
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Exceptional(2)

$493

/ Nightly
Cabin

Cozy Waterfront Cabin on Little Sebago W/ Paddleboards, Kayaks, Canoe, Fire-pit

Gray, Maine, United States

Lakefront cabin with 150ft of beach frontage. Includes use of kayaks, canoe, paddle boards, and offshore raft - everything you need for the perfect Maine getaway! Gradual entry into lake is kid friendly :)brbrSpend the morning paddling around the lake, jumping off the local rock, or soaking up the sun, and don't forget to make use of our grill, fire-pit, corn hole, and many board games.brbrThe property has an authentic Maine Cabin-like feel to it. Its wood panel interior and furnishings stay true to the character of the original home, and it has everything essential for an amazing family getaway to the lake. The Living Room has a TV, hosts plenty of seating area, and includes a desk to work at overlooking the lake. This is adjoined by the kitchen, which is fully stocked with pots, pans, cutlery, and anything else you may need. brbrThe bedrooms have new wooden beds and are furnished to be as cozy as possible. We also have a renovated side house, which hosts another space to watch TV, play darts, or hang out.brbrThis home is professionally maintained with love and care. We host the way we would want to be hosted during our travels. It brings us joy to create serene, beautiful spaces for others to come and explore Little Sebago and the surrounding region.
Bed 3

Bed

Bath 1

Bath

Sleep 7

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Exceptional(1)

$1,544

/ Nightly
Private Vacation Home

Lakefront house with private beach, firepit, dock, 4 kayaks, grill & hot tub

Gray, Maine, United States

Big BirchbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrFind a true escape in the luxe comfort of this beautifully rebuilt (2024) lakefront home! This splendid escapade offers an unparalleled location right on the shores of Little Sebago Lake, complete with a private beach, a private island, a dock, and four kayaks (two adult and two youth), and a paddleboard. Adding to the luxury is a brand-new hot tub where you can relax and watch the sunset. The charming town of Gray is close to excellent restaurants, convenience stores, and breweries. Must-visit attractions nearby include Maine Wildlife Park, Spring Meadows Golf Club, Tassel Top Park, Seacoast Adventure, Poland Spring Golf Course, Donnabeth Lippman Park, Franco Center, and Pleasant Mountain. brbrThis retreat is a paradise for outdoor enthusiasts! Launch your small boat and kayaks from the dock, host summertime cookouts with the provided gas grill, unwind in the hammock under the shade of tall trees as you read a favorite book or take a midday nap, and gather around the firepit to roast s'mores. The spacious lakefront deck invites you to dine with a breathtaking view or simply enjoy the peace of nature. brbrUpon entering this tranquil sanctuary, you will find a bright and spacious open floor plan showcasing stunning lake views. The welcoming living area features a cozy sofa and a smart TV with streaming services, perfect for relaxing after a day of adventure. The well-appointed kitchen is equipped with all the essentials, including stainless steel appliances and a Keurig coffee maker to delight the coffee enthusiasts in your group. Step outside to the lakefront deck, which features an outdoor dining area perfect for alfresco meals. brbrWhether you're here to unwind in the hot tub, explore the lake, or simply soak in the serene atmosphere, this 2024-rebuilt retreat promises a getaway like no other.brbrThings to KnowbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrAll guests shall abide by Vacasa's good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AMbrNo smoking is permitted anywhere on the premises.brbrParking notes: There is free parking available for 2 vehicles.brbrDock details: small boats, kayaks and canoebrbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

Bed

Bath 3

Bath

Sleep 12

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Exceptional(16)

$731

/ Nightly
Private Vacation Home

Little Sebago Home Newly Remodeled with Sandy Beach and Sunsets

Gray, Maine, United States

Newly remodeled 4 bedroom, 2 bath home. Sleeps 9. Over 250 feet on waterfrontage on Little Sebago Lake with 2 sandy beaches and amazing sunsets. Very level lot and gradual entrance into the lake. Great for young kids and older folks.brThis home has all the amenities that you would expect including wi-fi, washer & dryer and a canoe & Kayaks to use. 3 queen beds and one triple bunkbed. The deck perfect for dining outside and enjoying the beautiful tranquil setting. 30 minutes to Portland and the coast of Maine.
Bed 4

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Bath 2

Bath

Sleep 9

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$693

/ Nightly
Private Vacation Home

Lakehouse on Little Sebago Lake with Private Beach, Dock, Kayaks and a Firepit

Gray, Maine, United States

Welcome to Little Sebago Lake! This lakefront rental property offers the perfect retreat for families seeking relaxation and outdoor adventure. With 4 bedrooms, 2 bathrooms and 2 living room areas, it comfortably accommodates up to 8 guests. Enjoy stunning lake views from nearly every room, and spend your days swimming, boating, or fishing right from your doorstep. The home features a fully equipped kitchen, two cozy living rooms, each with a fireplace, and indoor and outdoor dining areas. The expansive yard provides plenty of space for outdoor activities, while the tranquil setting ensures peace and privacy. Ideal for creating lasting memories, this getaway offers both comfort and natural beauty.brbrWake up to our slice of paradise. Start your day with a kayak, cast a rod off the private dock, enjoy floating by the private beach in the afternoon, a family dinner on the deck and cocktail at the fire pit at night. Relax and repeat. brbrFeatures:br★ Directly on Little Sebago Lake - This home is on the lake with a private beach and dock. br★ Private Dock - tie up the kayaks, fish, sunbath, or dock your own private boat (rental options on the lake are available)br★ 2 Kayaks provided for free usebr★ BBQ Grill (propane provided)br★ Outdoor Firepit Areabr★ Large private deck with an outdoor dining table that seats 8br★ Bonus covered outdoor patio below the deckbr★ Two indoor Fireplacesbr★ High-speed WiFibr★ 3 Smart TVsbr★ Modern Kitchen with Coffee Makerbr★ Washer & Dryerbr★ Plenty of Parking including overflow spacesbr★ Hiking Trails nearbybrbrBEDS:brBedroom 1 (primary): King Bed & attached bathroombrBedroom 2: Queen BedbrBedroom 3: Queen Bed with private slider to outdoor patiobrBedroom 4: Queen Murphy Bed with private slider to outdoor patiobrbrBATHROOMbrBathroom 1: Full size with standing shower and double vanitybrBathroom 2: Full size with shower/tub combobrbrSORRY, NO PETS
Bed 4

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Bath 2

Bath

Sleep 8

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Cabin

Little Sebego Lake Cottage: 30min from Portland

Gray, Maine, United States

Relax with the whole family at this peaceful recently renovated clean and cozy cabin on coveted Little Sebago Lake in Gray, Maine. 580sf cottage with great amenities including right-of-way access to little Sebago Lake with a large dock and sandy beach in front of the cottage—1 minute walk from the front door. Enjoy swimming, fishing, and other water activities. Includes the use of a canoe stored at waterfront.brbrOnly 30 minutes from downtown Portland and 13 minutes to downtown Windham.
Bed 2

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Bath 1

Bath

Sleep 7

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Exceptional(23)

$293

/ Nightly
Private Vacation Home

Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland

Gray, Maine, United States

Enjoy swimming, boating, ice skating or ice fishing but get outside to enjoy the large deck, lake and large yard. When inside the large windows will make you feel like you are still outside so you can enjoy the views while you get cozy by the fire or cook in the fully furnished kitchen. Get a great night sleep in a comfortable bed after enjoying a show on the SMART TV. Take a walk or run around the lake which is exactly a 5k or walk over to Libby Hill trails. We have a Hannaford, Chinese restaurant, and Gas Station with a deli and pizza within walking distance. Windham is only about a 12 minute drive with lots of restaurants, shopping, etc. One of our favorite places to visit is Pineland Farms which is only ten minutes away. They have a great marketcafe and offer farm tours and outdoor activities for all seasons.
Bed 4

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Bath 2

Bath

Sleep 6

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Exceptional(2)

$301

/ Nightly
Private Vacation Home

Waterfront Gray Home w/ Furnished Deck & Fire Pit!

Gray, Maine, United States

Take a much-needed break and wake up by Crystal Lake when you book this waterfront vacation rental in Gray, Maine! Boasting all the basics — like a well-equipped kitchen, a Smart TV, and free WiFi — the inviting 1-bedroom, 1-bath home has everything you need to keep comfortable. Plus, it offers premium perks, including a furnished deck with a dining area, a sandy beach with a fire pit, and a floating dock. And don’t forget to take a day trip to Portland to enjoy its many attractions!brbr-- THE PROPERTY --brbrFree WiFi | Fire Pit | Canoe & Kayaks | Floating DockbrbrBedroom: Full Bed | Loft: Queen Bed, Twin/Full Bunk Bed, Twin Bed | Living Room: Full Sleeper SofabrbrOUTDOOR SPACE: Deck w/ awning (manual), gas grill (propane provided), picnic area, seating & dining, beach gear & life vestsbrINDOOR AMENITIES: Smart TVs, dining table, board gamesbrKITCHEN: Well-equipped w/ refrigerator, microwave, dishwasher, dishware/flatware, stove/oven, cooking basics & spices, coffee maker, toasterbrGENERAL: Linens/towels, complimentary toiletries, window A/C unit, ceiling fans, washer & dryer w/ detergent, hair dryer, hangers, trash bags/paper towelsbrFAQ: 2 steps to enter, high traffic volume, 1 exterior security camera (facing out)brPARKING: Driveway (2 vehicles)brbr-- THE LOCATION --brbrOPT OUTSIDE: Crystal Lake (on-site), Wilkies Beach (0.1 mile), Maine Wildlife Park (1 mile)brSEBAGO LAKE (17 miles): Harmon’s Beach, Frye Island, Sebago Lake State Park, Tassel Top ParkbrDAY TRIP TO PORTLAND (25 miles): Portland Museum of Art, Southworth Planetarium, Old Port, Victoria Mansion, International Cryptozoology Museum, Children’s Museum & Theatre of MainebrTEE OFF: Spring Meadows Golf Club (4 miles), Toddy Brook Golf Course (11 miles), Point Sebago Golf Course (15 miles)brAIRPORT: Portland International Jetport (21 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property requires 2 steps to enterbr- NOTE: The road that the property is located on experiences high traffic volume. Please exercise caution br- NOTE: Your safety matters. This property features 1 exterior security camera located on the shed, facing toward the driveway area. The camera is outward facing and does not look into any interior spaces. It actively records video and sound
Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(19)

$231

/ Nightly
Cottage

Adorable waterfront gem with 2 kayaks, high-speed WiFi, full kitchen & dock

Gray, Maine, United States

Little BirchbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrSay hello to Little Birch, an adorable cottage right on the Upper Bay here in Gray. With calm water right outside your back door, you won't have any delay when it comes to fishing, swimming, or launching some kayaks out first thing in the morning. As days heat up, crack open some cold beverages and kick back in the hammock or gather at the picnic table for an alfresco meal with a view. And, when the sun goes down, the firepit will be just the place to tell stories under the stars.brbrWhen you are ready for a bit of downtime inside, the interior has all of the rustic touches of a secluded cabin while still giving you modern comforts including high-speed WiFi, streaming capabilities, and a full kitchen. Speaking of the kitchen, be sure to bring along some of your favorite recipes to whip up with ease using the electric stove, full fridge, Keurig coffee maker, and ample utensils provided.brbrLittle Birch won't be available long, so book your next dreamy lakefront vacay today!brbrTHINGS TO KNOWbrStreaming is available with guest accounts.brThis cottage shares a private island and beach with one other home.brbrParking notes: There is free parking available for 2 vehicles.brbrSecurity camera details: Outside front brbrDock details: Shared dock no boat access/ ONSITEbrbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(22)

$683

/ Nightly
Private Vacation Home

Little Sebago Lake - Beautiful year-round lakefront home with stunning views

Gray, Maine, United States

Year-round lakefront home boasting 160 feet of frontage, with a 43 ft. dock (bring your own boat or rent one for your stay!) and a second 20ft. lounging dock on beautiful Little Sebago Lake in Gray, Maine. Two levels of living - 4 bedrooms (+ pull out sofa), 2 full baths, updated kitchen, 2 family rooms and beautiful lakefront views on both levels. Kid friendly home w/gradual entry into lake. Deck perfect for grilling at night (Weber grill available for use) or coffee in the morning. Fire pit by water for warm campfires in the evening. Rental includes use of 2 kayaks, 1 canoe & 1 paddle board - everything you need for a perfect family getaway on the lake! Follow us on Instagram at @shadygrovelakehouse brbrTraveling with small children We have two pack and plays, bumbo seat and plenty of toys on site. If you need additional baby gear during your stay, you can rent from Baby Quip here: https://www.babyquip.com/a/e67b1dbrbrAbout the Lake:brApproximately 7 miles long and 1 mile wide at its widest point, Little Sebago Lake is a clean, clear lake with a average mid-summer temperature of around 75 Degrees. brbrAbout the Area:brLocated 5 minutes from the Maine turnpike, approximately 15 minutes from Windham, ME approximately 30 minutes from Portland, ME approximately 40 minutes from L.L Bean in Freeport, ME and much more. Maine Wildlife Park is just 13 minutes down the road from the house - a great trip for the kids. Shawnee Peak Ski Resort is 37 miles away for fun winter getaways.
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$127

/ Nightly
Private Vacation Home

Charming 2-bedroom secluded house yet close to center of Gray and I95

Gray, Maine, United States

Located in Gray, this quaint house is a dream. With 2 bedrooms, including 1 queen bed and 1 full sleeper sofa, our property offers a soothing and peaceful retreat for guests. The 2 bathrooms are equipped with a shower, bathtub, and a hair dryer for your convenience. Enjoy the comforts of heating and AC throughout your stay. Stay connected with WiFi and make use of the washing machine. Make your vacation one for the books with a stay at our place.
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Exceptional(1)

$602

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Private Vacation Home

Spacious 3 level home on Little Sebago Lake with sandy entry.

Gray, Maine, United States

Experience the best of lakeside living with this beautiful 3-level home situated on picturesque Little Sebago Lake. This unique home features 3 bedrooms and 3 bathrooms, and boasts a spacious deck that offers spectacular views of the lake. Spend the days basking in the sun on the level grassy yard that leads to the sandy, gradual water entry. The dock can accommodate two 22' boats, perfect for those hoping to explore the coves and islands of the almost 1900 acres of boatable waterway. After a long day on the water, unwind by the firepit and indulge in some s'mores. The house is conveniently located near Windham for shopping, movies, and recreational activities, and it is just a short drive from Freeport and Portland for even more fun! brbr20245Rates: $500/night PEAK season; $400/night LOW/OFF seasonbrbr- Occupancy is 6 all week + 2 overnight guests for 1-2 nights onlybr- Mini split A/C in each bedroombrbr* Sheets, pillowcases, beach towels, and bath towels not provided *brbrFor VRBO bookings, please select no when prompted to opt out of the damage protection and travel insurance, as these services are offered directly through Krainin Real Estate after booking.
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$424

/ Nightly
Private Vacation Home

Little Sebago Lake Home with Boat Slip

Gray, Maine, United States

Welcome to our new 3-bed, 2-bath home near Little Sebago Lake! Pine tongue and groove accents, open concept living area with master suite, laundry room, two king beds, and views of Little Sebago (with access across the street). Under 10 mins to I95 in Gray, close to North Windham restaurants and shopping. Enjoy boating, swimming, and more. Perfect for your next getaway!
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$379

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Cottage

LITTLE SEBAGO LAKE - Wonderful classic lakeside cottage

Gray, Maine, United States

OCCUPANCY LIMIT 8 - NO PETS - LITTLE SEBAGO LAKE - Wonderful classic lakeside cottage nested in the pines on the shore of Little Sebago. Has a sandy beach and large deck for taking in the lovely sunsets. A few steps lead from the deck down to ground level. Comfortable sleeping for seven, first floor bedroom, big eat in kitchen and large comfortable livingroom w/great lake view from the many windows overlooking the lake. Three bedrooms, 1.5 baths. Private lot. Convenient location, just a short drive to N. Windham and Gray for shopping, etc. Cable and WIFI available during peak season.br Waterfront Description: Sandy beach. Level lot at waterfront, slightly sloping lot from the cottage to the lake.Firepit. Dock: yes. Mooring: no.br Bedrooms: Three. 1st floor: 1 bedroom w/queen. 2nd floor: 2 bedrooms up each w/double and single. Additional Sleeping: queen sleep sofa in living room. 1.5 baths, both on 1st floor-full has tub/shower. Linens and Towels not provided. (AVAILABLE TO RENT AT OUR JORDAN RENTALS OFFICE)br Amenities/Additional Info: Internet - Yes, Cable - Yes, DVD - Yes, Washer/Dryer -Yes, Dishwasher - Yes, Fans - Yes, Heat - Oil, Grill Type - Gas, Firepit - Yes, Outdoor Furniture - Yes, Smoking - No, Water - Well (Bring Drinking Water). - COFFEE: DRIP
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Exceptional(3)

$388

/ Nightly
Private Vacation Home

Comfortable lake house just 30' from Little Sebago Lake in quiet neighborhood

Gray, Maine, United States

Experience the tranquility of Little Sebago Lake in this cozy lake house located in a peaceful neighborhood. This comfortable abode is situated just 30 feet from the water, offering breathtaking views of the lake. The lot is level around the roadside, with 6 stairs leading down to the level waterfront and sandy beach boasting a gradual entry to the water. The dock can accommodate up to a 20-foot boat, and there are 2 kayaks provided to explore the coves and islands across the 1900 acres of boatable waterway. Enjoy the convenience of shopping, movies, and recreational activities nearby, with Portland and Freeport just a short drive away. brbr2025 Rates: $505/night PEAK season; $350/night LOW season; $290/night OFF seasonbrbr* Sheets, pillowcases, beach towels, and bath towels not provided *brbr- 2 Mini split A/Cs on main floorbrbrFor VRBO bookings, please select no when prompted to opt out of the damage protection and travel insurance, as these services are offered directly through Krainin Real Estate after booking.
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$499

/ Nightly
Chalet

Bright waterfront home with beautiful views of Little Sebago Lake!

Gray, Maine, United States

Situated on Little Sebago Lake in Gray, this beautiful home boasts a bright, open living room with large windows overlooking the serene water and spacious deck. The level, grassy yard leads to a small sandy beach with a gradual water entry. Take advantage of the property's swim float, canoe, 2 kayaks and 2 SUPs, and paddle around the charming island right in front of the cottage. For more adventure, bring a boat to explore the coves and islands of Little Sebago, with almost 1900 acres of boatable waterway. The dock can hold up to a 23' boat and the mooring can hold up to a 24' boat. This property is conveniently located near shopping centers, cinemas, and recreational activities, and is just a short drive to Portland and Freeport for even more options.brbr- $275.00 cleaning feebr- Occupancy is 6 all week plus 2 overnight guests for 1-2 nights only.br- Window A/C unit on first floorbrbr2025 Rates: $343/night PEAK season; $258/night LOW season; $200/night OFF seasonbrbr* Sheets, pillowcases, beach towels, and bath towels not provided *brbrFor VRBO bookings, please select no when prompted to opt out of the damage protection and travel insurance, as these services are offered directly through Krainin Real Estate after booking.
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Home Most popular vacation rentals in Gray

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$493.30

/ Nightly
Cabin

Cozy Waterfront Cabin on Little Sebago W\/ Paddleboards, Kayaks, Canoe, Fire-pit

Gray, Maine, United States

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Sleep 7

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$321.55

/ Nightly
Private vacation home

Little Sebago, Gray Maine, Turtle Cove

Gray, Maine, United States

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$683.07

/ Nightly
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Little Sebago Lake - Beautiful year-round lakefront home with stunning views

Gray, Maine, United States

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$230.75

/ Nightly
Cottage

Adorable waterfront gem with 2 kayaks, high-speed WiFi, full kitchen & dock

Gray, Maine, United States

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$601.65

/ Nightly
Private vacation home

Spacious 3 level home on Little Sebago Lake with sandy entry.

Gray, Maine, United States

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$229.06

/ Nightly
Private vacation home

Edgewater Retreat on Little Sebago Lake - Lakefront w\/Sauna & EV Charger\n\n

Gray, Maine, United States

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$1543.53

/ Nightly
Private vacation home

Lakefront house with private beach, firepit, dock, 4 kayaks, grill & hot tub

Gray, Maine, United States

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Sleep 12

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$301.25

/ Nightly
Private vacation home

Waterfront Gray Home w\/ Furnished Deck & Fire Pit!

Gray, Maine, United States

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$439.93

/ Nightly
Cottage

Charming cottage with stunning views and 180' of waterfront on Little Sebago.

Gray, Maine, United States

Bed 3

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$986.10

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Private vacation home

Ideal 2-family, Huge Main Room, Great Beach, Screened Porch\/Patio with Fireplace

Gray, Maine, United States

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Bath 4

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Sleep 14

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