Vacation Rentals By Owner In Gray, ME

OCCUPANCY LIMIT 4 - BEACHFRONT on Little Sebago Lake with a dock. 2-bedroom 1 bath cabin with an open floor plan. The living room has a large window with great views of the lake. One bedroom has a king bed, the other bedroom has 2 twin beds. Window AC units in each room. Enjoy the outside with 2 docks and a fire pit. Only one dock can be used for boats. Water supply comes from the lake (Guest need to bring their own water) There is a water cooler for 5-gallon jugs.br Waterfront/Lot Description: Beachfront small sandy beach, gradual entry into water. Dock Yes. Mooring: No.br Bedrooms: Two, 1 with King. 1 with 2 Twins. Linens and Towels Not Provided. (AVAILABLE TO RENT AT OUR JORDAN RENTALS OFFICE)br Amenities/Additional Info: Water source: Lake Water (tenant to bring drinking water), Grill: Gas, Microwave: Yes, Dishwasher: No, Washer Dryer: No, Cable: No, Internet: Yes, AC: Yes (FAMILY ROOM), Window Units, Firepit: Yes. - COFFEE: DRIP

BEACHFRONT ON LITTLE SEBAGO LAKE

Gray, Maine, United States

Bed

1

Bath

4

Sleeps

$347.72

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

PET FRIENDLY WITH A SANDY BEACH AND DOCK

Gray, Maine, United States

Bed

Bath

Sleeps

$406.42

Comfortable cottage situated in a quiet area right at the waters edge! Bring your family and make some memories. You’ll walk into the open kitchen/ living area on main level with water views and a deck. The bathroom and 2 bedrooms are also on the main level, one queen with water views and the other has a twin over full bunk. The lower level leads right to the lake. Where there’s a BBQ grill, dock, deck and fir pit! There’s a twin sleeper sofa in the family room and a bunk bed in the sleeping alcove, separated by a privacy curtain. The third and fourth bedrooms are on this lower level and each offera queen bed, one with lake views. Washer and dryer located on lower level. Smart TVs and WIFI are included. Convenient to Portland, known for its many restaurants and the Old Port for unique shopping. Also close to Oxford casino! What are you waiting for Book it!

Peaceful Lakefront 3 bedroom Cottage On Quiet Forest Lake

Gray, Maine, United States

Bed

Bath

Sleeps

$786.36

Newly remodeled 4 bedroom, 2 bath home. Sleeps 10. 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.

Little Sebago Home Newly Remodeled with Sandy Beach and Sunsets

Gray, Maine, United States

Bed

Bath

Sleeps

$434.98

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. This is a 4 Unit Townhouse Style Property but Unit 1 is very large with a private deck and fire pit. 3 smaller units have friendly year round tenants that you may see occasionally in the large yard or beach and dock areas.

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

Gray, Maine, United States

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Bath

Sleeps

$649.38

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 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 combobrbrLocated 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.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 is great for swimming. 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. No Parties allowed. NO Smoking allowed. We do not host locals at our home. brbrPlease do not request an early check in time through the app. Early check in times selected through the app are not applicable, even if the booking is accepted. If you would like early check in, you must message us. Standard check in time is anytime after 4pm.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!

Waterfront Access with Kayaks, Private Deck and a Firepit

Gray, Maine, United States

Bed

Bath

Sleeps

$453.26

You will love this cozy, versatile year round cabin that sleeps 8, with newly remodeled kitchen & bath. Listen to the Loons, fish, canoe/kayak, hike, or eagle watch. 1mi from Maine Wildlife Park and 26mi to Portland Old Port

Peaceful Lakefront Cabin on Crystal Lake

Gray, Maine, United States

4

Bed

Bath

8

Sleeps

$653.67

Welcome to La Casita on Little Sebago Lake.brEscape to this newly built, modern-style retreat where the lake takes center stage. Thoughtfully designed to bring the outdoors in, La Casita features soaring 16-foot ceilings, a large bi-folding door, and panoramic views of Little Sebago Lake. Step out onto the expansive 28-foot deck and let your worries drift away as the sun dips below the treeline. Sink into serenity on over 100 feet of westward-facing waterfront, perfect for all-day sun and stunning evening skies. With three thoughtfully designed terraces, there's a tier to match every mood—complete with a firepit, and courtesy firewood to stoke warmth and ambiance beyond sunset.brbrEase into the 6-person hot tub with expansive lake views—ideal for unwinding after a paddle or grill session.brbrNewly completed in July 2025, the Casita boasts two cozy bedrooms plus a loft (each with queen beds) and a pull-out couch downstairs. Whether you're here for romance, family time, or gatherings, the space adapts beautifully.brbrEnhance your lake experience with an optional private boat excursion—simply ask your host! Don’t miss the charming ice‑cream boat cruising around—track it down via the app brbrAdventure seekers will appreciate the 2-person kayak, canoe, paddle boat and additional kayaks ready for a paddle to the local jumping rock—take the leap at the famous Rock of Little Sebago.brbrAbout Little Sebago LakebrNestled between Gray and Windham in southern Maine, Little Sebago is a spectacular 1,900+ acre lake, about 5½ miles long and over a mile wide, with a maximum depth of 52 feet.brbrIt’s known for crystal-clear waters, dotted with scenic islands, coves, and rocky humps, plus pristine sandbars and white‑sand shores along the Lower Narrows—a perfect paddle-to rest spot or photo backdrop.brbrThe lake also offers excellent fishing year‑round. Anglers can catch smallmouth and largemouth bass, chain pickerel, yellow and white perch, sunfish, and even the occasionally stocked brown or rainbow trout in deeper, cooler waters. brbrWildlife enriches the lake setting—from loons, bald eagles, blue herons, kingfishers and sandpipers, to turtles basking on rocks and lily pads in bloom. Towering white pines and birch trees accentuate an evergreen backdrop of a timeless Maine lakescape. Parking :brbrThe driveway can fit three cars if mid size , there is additional parking but needs to be requested ahead of time that can fit 2 more cars. There’s no parking on the side of the road .brbrbrDock Access & Waterfront UsebrbrOur property offers two separate dock areas for guests to enjoy the waterfront:brbrPrivate Guest Dock: This dock is exclusively for your use during your stay, perfect for relaxing, taking in the views, or enjoying the water at your own pace.brbrShared Access Dock: There is a second dock on the property that is shared and designated for water access (such as launching a canoe or accessing a boat). This dock is accessed via a narrow 8-foot deeded right-of-way (ROW) between the casita and its neighboring property and is only used by a single household. In the backlot. We encourage our guest to use both docks and make the enjoy lake life to its fullest as they are both owned by the casita .

Chalet

Lakeside Casita with Hot Tub: little Sebago Lake

Gray, Maine, United States

Bed

Bath

Sleeps

$817.17

July and August 2025 rentals are Friday to Friday; all other months require only a 2-night minimum except holiday weekends.brbrWelcome 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 11 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 Area with Adirondack Chairs (FREE firewood for guests use)br★ Large private deck with an outdoor dining tablebr★ Bonus covered outdoor patio below the deckbr★ Two indoor Fireplacesbr★ High-speed WiFibr★ Dedicated Workspace Deskbr★ 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, Twin Day Bed with Trundle, and a private slider to outdoor patiobrLower Living Room: Queen Sofa BedbrbrBATHROOMS:brBathroom 1: Full size with standing shower and double vanitybrBathroom 2: Full size with shower/tub combobrbrSORRY, NO PETS

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

Gray, Maine, United States

Bed

Bath

Sleeps

$531.38

Enjoy a quintessential Maine vacation on beautiful Little Sebago Lake. Discover the beauty of Little Sebago from this superb 6-bedroom waterfront home. With 2 full beds, 2 twin beds, 2 queen beds, and 2 bunk bed, this property offers a variety of sleeping arrangements for guests. Enjoy amenities like WiFi, a washing machine, heating, and AC. The 2 bathrooms are equipped with a hair dryer and shower. This property also offers two ping pong tables, a paddle board and canoe for guests to use.

Spacious 6-bedroom waterfront home with WiFi, in beautiful Gray.

Gray, Maine, United States

6

Bed

Bath

15

Sleeps

$290.41

Welcome to a little piece of Heaven as the locals call it. 448 Ramsdell is a newly renovated cottage a mere 350 feet from the sandy shores of Little Sebago lake. You will enjoy beach rights to one of the nicest coves on the lake with a sandy gradual entry. The cove faces west so you will witness the most amazing sunsets. The cottage has been completely renovated with new kitchen, bathroom and a new Fujitsu mini split to keep you comfortable no matter what the temperature!brbrThe spacebr448 Ramsdell Road has gone through extensive renovation over the past 5 years.brbr-Purchase in 2017br-2018 new septic systembr-2019 Bathroom gutted and redonebr-2020 Kitchen gutted and completely redone.br-2021 Cottage lifted off of its piers and a full foundation installed.br-2021 Electrical upgraded.br-2021 new porch with lake views.br-2025 New Fujitsu mini split providing heat and ACbrbrAmenitiesbr- 2 queen size bedsbr-Bathroom with walk in shower.br-Shower and toilet can be separate from rest of bathroom with pocket door.br-Washer Dryer in bathroom.br-Newly remodeled kitchen with granite counter topsbr-Living room with smart TVbr-WIFIbr-Large enclosed porch with dining room tablebr- Gas Grillbr-Fire pit with chairs.br-Chairs provided for beach.brGuest accessbrGuests will have access to the entire cottage. There is a small staircase to enter the cottage. The unfinished basement is not accessible. There is a garage on the property that is not part of the rental. This is used by the owner who lives a few houses away.brbrGuests have access to the beach are know as Police Man's Cove.brbrThere is a boat mooring available.brOther things to notebrNO SMOKING OR VAPING IN THE HOUSE.brbrWe have been part of this neighborhood since the 70's. Some of the families in this neighborhood have had their camps/cottages since the 1940's. Please respect the neighborhood. This is not a a party house.brbrQuiet hours are from 10pm to 8 am so no loud music during this time.brbrNO FIREWORKS ON THE PROPERTY OR THE COVE.

Lovely 2-bedroom cottage with AC in Police Man's Cove

Gray, Maine, United States

Bed

Bath

Sleeps

$471.93

Experience the perfect getaway at this amazing location on the desirable Little Sebago Lake! Boasting excellent frontage, this spacious 4-bedroom, 1-bath property comfortably sleeps up to 10 guests. With direct water access and a private dock, you’ll have everything you need for unforgettable lake activities. Enjoy a huge deck, perfect for outdoor dining and relaxation, and gather around the fire pit area for cozy evenings under the stars. The nice yard offers ample space for your favorite games, making it an ideal setting for fun and camaraderie. Dive into the sandy entry and make lasting memories in this charming lakeside retreat!

4-bedroom house in perfect Gray with AC, WiFi. Enjoy your stay

Gray, Maine, United States

Bed

Bath

Sleeps

$280.51

Little Sebago Lake is a perfect destination to escape to if you're looking for a relaxing time in Maine. The lake is known for its crystal-clear waters and beautiful scenery. You can kayak, swim, or just relax on the shore and enjoy the views.brbrImagine waking up to a breathtaking vista of Little Sebago Lake, sunlight filtering through the pines surrounding your secluded haven. The Little Sebago Lookout, our 3-story cedar cabin, offers the quintessential Maine getaway, blending tranquility with adventure.brbrLittle Sebago Lake is a perfect destination to escape to if you're looking for a relaxing time in Maine. The lake is known for its crystal-clear waters and beautiful scenery. You can kayak, swim, or just relax on the shore and enjoy the views.brbrUnwind in Unmatched Seclusion: Relax on the expansive deck overlooking the crystal-clear water, perfect for grilling, sunbathing, or enjoying a sunset dinner with loved ones.brbrEmbrace the Maine Outdoors: Explore the lake at your own pace with our complimentary 3 kayaks and a canoe. Dive into the refreshing water from your private dock, or simply soak up the sun on the sandy shore.brbrComfort & Convenience Await: Inside the Little Sebago Lookout, you'll find everything you need for a relaxing stay:br• Modern Kitchen: Unleash your culinary creativity with our fully equipped kitchen featuring stainless steel appliances, including a spacious fridge, 6-burner gas stove, and microwave.br• Flexible Sleeping: The master bedroom boasts a queen bed and stunning lake views. Two pull-out futons on the main floor offer additional sleeping arrangements for up to 4 guests.br• Relaxation Redefined: Two bathrooms, air conditioning, and a Smart TV with Netflix ensure comfort. High-speed WiFi keeps you connected if desired.brbrMore than just a cabin, the Little Sebago Lookout is an experience. It's the crisp morning air, the laughter echoing on the deck, and the memories made that will last a lifetime.brbrBook your escape to the Little Sebago Lookout today and discover Maine, the way life should be!brbrP.S. Don't forget to pack your bathing suit, fishing poles, and sense of adventure!brbr THIS IS THE VACATION SPOT FOR YOU! MAINE, THE WAY LIFE SHOULD BE.

Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

Gray, Maine, United States

Bed

Bath

Sleeps

$301.09

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- 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

Waterfront Gray Home w/ Furnished Deck & Fire Pit!

Gray, Maine, United States

Bed

Bath

Sleeps

$860.81

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.

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

Gray, Maine, United States

Bed

Bath

Sleeps

$804.42

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.

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

Gray, Maine, United States

Bed

Bath

Sleeps

$536.61

- 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.

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

Gray, Maine, United States

Bed

Bath

Sleeps

$909.52

Welcome to your tranquil retreat set on three private acres, surrounded bybrbrlush trees and natural beauty. This spacious property offers the perfect blendbrbrof relaxation and adventure for families and groups seeking to unwind andbrbrexplore. Inside, enjoy a fully equipped gym to maintain your fitness routine,brbra cozy cinema room for movie nights, and a state-of-the-art golf simulator forbrbrsome friendly competition. Take a dip in the above-ground pool or simply relaxbrbroutdoors, soaking up the peaceful surroundings. When you’re ready to explore,brbryou’ll discover plenty of outdoor activities nearby — from scenic beaches andbrbrtowering mountains to charming restaurants and unique shopping destinations,brbrall within a 30-minute drive. Whether you're looking to unwind, stay active,brbror explore the stunning Maine outdoors, this property is the perfect base forbrbryour next family holiday. Book your stay today and create unforgettablebrbrmemories!brbrbrbr★☆ NEARBY ATTRACTIONS, LANDMARKS & RESTAURANTS☆★brbrbrbr * Spring Meadows Golf Club - 9 min drivebrbr * Point Sebago golf course – 21 min drivebrbr * Poland Springs Golf Course – 15 min drivebrbr * Fox Ridge Gold Club – 21 min drivebrbr * Birchwood Brewing (Highly recommended) – 10 min drivebrbr * Fishermen's Catch Restaurant and Seafood Market - 12 min drivebrbr * Deck House Tavern, - 12 min drivebrbr * Tassel Top Park - 15 min drivebrbr * Bob's Seafood - 17 min drivebrbr * Seacoast Adventure - 17 min drivebrbr * Kelley's Sebago Diner - 18 min drive brbr * Top of the Hill Grille - 19 min drive brbr * Sebago Lake State Park Campground - 23 min drivebrbr * Naples Causeway - 24 min drivebrbr * Maine Mall, and downtown Portland – 30 min drivebrbrbrbr★☆ KEY FEATURES ☆★brbrbrbr * Spacious 3-acre private lot surrounded by treesbrbr * Fully equipped gym for workouts at your conveniencebrbr * Refreshing above-ground pool for summer fun (Closed from September to May)brbr * Cinema Room: Equipped with a 100-inch TV and surround sound system.brbr * High-tech golf simulator for year-round practicebrbr * Close to beaches, lakes, mountains, farmer's markets, restaurants, and shopping (within 30 minutes)brbr * Family-friendly environment with plenty of outdoor activities nearbybrbr * Quiet and peaceful location perfect for relaxationbrbr * Hot Tub brbrbrbrbrbr★☆ BEDROOM ARRANGEMENT☆★brbrbrbrBR1: 1 Queen BedbrbrbrbrBR2: 1 Queen BedbrbrbrbrBR3: 1 King BedbrbrbrbrBR4: 1 King BedbrbrbrbrBR5: 2 Full Bedsbrbrbrbr★☆ LIVING ROOM ☆★brbrbrbrInside, unwind in the cozy and spacious living area, perfect for relaxingbrbrafter a day of outdoor fun. The star of the show is the _dedicated cinemabrbrroom_ , where your crew can enjoy movie nights on the big screen with theater-brbrstyle comfort. The home also features a golf simulator for year-roundbrbrentertainment and a fully equipped fitness room for guests who wish tobrbrmaintain their routine.brbrbrbr★☆ KITCHEN & DINING ☆★brbrbrbrThe well-equipped kitchen has everything you need to prepare meals for thebrbrwhole family—from morning coffee to hearty dinners. Enjoy ample counter space,brbrfull-size appliances, and all the cookware and utensils you’ll need.brbrbrbr★☆ OUTDOOR SPACE ☆★brbrbrbrStep outside into your own private paradise. Surrounded by towering trees andbrbrpeaceful natural scenery, the outdoor space is designed for both relaxationbrbrand fun. Enjoy the brand-new private pool, fully functional beginning June 1,brbr2026, perfect for cooling off on warm Maine summer days. A propane pool heaterbrbrhelps maintain a comfortable temperature, and guests are kindly asked tobrbrreplace the solar pool cover after each use to help retain heat and keep thebrbrpool clean.brbrbrbrThe spacious yard offers plenty of room to unwind, play, or simply enjoy thebrbrfresh Maine air. Fire up the grill for outdoor meals, relax on the patio, orbrbrgather with family and friends after a day of exploring nearby lakes, beaches,brbrhiking trails, and mountain adventures.brbrbrbr★☆ PARKING ☆★brbrbrbr * The driveway can accommodate 6 or more vehicles, and there is 1 additional parking spot available inside the garage.brbrbrbr★☆ HOUSE RULES ☆★brbrbrbr * No smokingbrbr * No pets allowedbrbr * No events, parties, or large gatheringsbrbr * Please report any damages that occur during staybrbr * There is a $500 fee for smoking in the premises.brbr * Please no noise and music outside the property after 10 PMbrbr * Guests may request an early check-in (up to 3 hours before 4pm) or a late check-out (up to 2 hours after 10am), so long as there is not a reservation booked at our property for the day of your request. Please message us a day in advance to confirm availability and receive the applicable fee quote.brbr * Extra Guests: If more guests than permitted are found at the property, we reserve the right to deny entry based on the platform's policies. Extra guests will be treated as trespassers. An additional fee of $50/night per extra guest may apply, or we might request that you vacate the property.brbr * If uncertain about guest numbers or daytime visitors, please reach out. We aim to prevent any misunderstandings.brbr * Pool Rules: Please use the pool at your own risk and supervise children at all times. No diving, glass containers, or rough play in or around the pool area. For safety and cleanliness, please replace the solar pool cover after every use to help maintain the pool temperature and protect the heating system. Failure to replace the cover may result in additional maintenance charges.brbrbrbr★☆ Book Now & Let Us Take Care Of You! ☆★brbrbrbr

NEW! Gray Woodland Escape | Golf, Pool & Cinema

Gray, Maine, United States

5

Bed

Bath

10

Sleeps

$662.18

For over 80 years, four generations of our family have been enjoying this humble paradise. We hope you will too. This is the true camp life experience, with a perfect mix of rustic nostalgia and modern conveniences. Our property sleeps up to 20 people, with two cabins and a private lakeside beach. Over 3 acres of woods with paths to explore on a secluded point. Enjoy privacy with the convenience of easy access to all Southern Maine has to offer. With 2 bathrooms equipped with showers and an additional office space with a sofa bed, this amazing property is perfect for families or groups of friends looking for a brilliant getaway. We have available kayaks, canoes, lifejackets, water floats, beach towels, full kitchen, and Wi-Fi access.

Lakeside retreat-Private Beach-5+ bedrooms-Little Sebago Lake-30 min to Portland

Gray, Maine, United States

6

Bed