Vacation Rentals By Owner In Gray, ME

Welcome to your dream lakeside getaway! Nestled in the Sebago Lake Region of Maine, this recently renovated cottage is the perfect summer escape. You'll be greeted by 180' of peaceful shoreline, with stunning views of Little Sebago Lake. The cottage sits on a spacious level lot with a slight slope from the parking area to the entrance. Take a dip in the shallow, sandy waters or paddle out and explore the charming coves and islands with the 2 kayaks and 1 canoe provided. The dock can hold up to an 18' boat if you want to discover even more of the almost 1900 acres of waterway. If you need a break from the water, head into town to enjoy the local amenities, including shopping, recreational activities, and movies, or take a short drive to Portland and Freeport. Get ready to experience the perfect lakeside escape!brbr2025 Rates: $343/night PEAK season $200/night LOW season $129/night OFF seasonbrbr2026 Rates: $343/night PEAK season $200/night LOW season $129/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.

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

Gray, Maine, United States

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Exceptional(3)

$270.64

This charming, rustic Maine cottage is nestled on the banks of Little Sebago in the Sebago Lake Region, offering a true taste of classic Maine lakeside living. The interior exudes rustic charm, with a cozy living room perfect for relaxing after a day on the water, and a dining area located in the screened porch — ideal for enjoying meals with a view of the lake and surrounding woods.brbrOutside, the large, level lot provides plenty of space for outdoor games and family fun, leading directly to 450 feet of sandy, gradual-entry shared beach where you can soak up the sun and enjoy endless lake activities. Little Sebago spans nearly 1,900 acres, with coves and islands to explore, making it a boater’s paradise.brbrConveniently located near shopping, movies, and a variety of recreational activities, this hidden gem also offers easy access to Portland and Freeport, perfect for exploring beyond the lake. Whether you’re swimming, boating, or simply taking in the serene surroundings, this cottage is the perfect spot for creating lasting Maine summer memories.brbrbr2026 Rates: $258/night PEAK season $200/night LOW season $143/night OFF seasonbrbr- Pets considered with $100.00 pet fee per pet, must be approved by owner first.br- Please note that the waterfront area is shared with the extensive neighborhood beach.br- Mini split A/C upstairs and downstairsbrbr* Sheets, pillowcases, beach towels, and bath towels not provided *br*Upstairs walls do not go to ceiling and curtains are used for doors*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.

Charming Lakefront Cottage with Screened Porch & Shared Beach Access

Gray, Maine, United States

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Exceptional(5)

$607.88

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. brbr2026 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.

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

Gray, Maine, United States

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$417.48

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. - COFFEE: DRIP

LITTLE SEBAGO LAKE - Wonderful classic lakeside cottage

Gray, Maine, United States

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$433.09

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!

Little Sebago Lake Home with Boat Slip

Gray, Maine, United States

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Exceptional(4)

$497.43

Welcome to Edgewater Retreat! This custom-built cottage features lakefront views and access to three beaches: secluded pocket beach in front of cottage, boaters beach with docks, and a full sun sandy bottom swim beach.brbrEnjoy an unforgettable Maine vacation. Paddlecraft on the water, lounge in the hammocks, S'mores by the campfire, canoe to nearby island for offshore yoga, and gril with friends & family. In winter, enjoy ice fishing and kids enjoy snow sledding on adjacent hill.brThe spacebrAbout this spacebrEdgewater Retreat is a beautiful 3 Bedroom (+ Loft), 2 Bath year round lakeside cottage on Little Sebago Lake in Gray, Maine.brbrIt boasts a secluded beach and community owned (not public) water frontage in the heart of Maine's Sebago Lakes Region.brbrThe cottage is located about 30 mins from Portland and the Atlantic coastline. It is approximately an hour from Shawnee Peak, Mt. Abram, and Sunday River Ski areas, and about 40 minutes from Oxford Casino.brbrBeds: 2 queen, 1 Full futon, 5 Twin Beds. WiFi, high speed internet and cable. 100 foot path to the beach through tall pines. 2 Bedroom and Bath downstairs. 1 Bedroom, sleep loft, and bath upstairs. Full washer/dryer in the laundry area. Edgewater is a Nonsmoking and No Pet property.brA unique feature of Edgewater is our shared ownership of, and immediate adjacency to, 500 feet of sandy beach with gently sloping water entry.brbrYou have full access to everything at Edgewater Retreat; Beach, boat dock, paddlecraft, hammocks, indoor sauna, and a gas grill. There is a small uninhabited island about 400 yards offshore that some guests paddle to for picnics and offshore yoga.brbrIf you trailer your own boat, 18 foot or less, you may launch it on our beach (or the public launch across the lake) and secure it to our dock. There are no fueling stations on the lake, so be sure to top off prior to arrival and bring gas cans with you.brbrEdgewater is equipped with smoke and CO detectors for everyone's safety. It is absolutely critical that these be left in place and not tampered with. If a detector is beeping or otherwise malfunctioning, contact us right away so that it can be fixed or replaced. DO NOT under any circumstance unplug or otherwise disable these detectors.brbrTHE SAUNA: Private, indoor, easily seats 4. Can seat 5-6. Finlandia radiant heat with loyly, s curve back rests, skylit, plush green robes, white noise machine, hinged bench folds up to create space for hot yoga. This custom built gem draws raves from sauna enthusiasts!brbrbrbrThe cottage has an automatic generator in the event storms knock out the power, so you will always be comfortable.brGuest accessbrAccess is full to everything at EDGEWATER. Beach, boat dock, paddlecraft, hammocks, gas grill.brbrIf you trailer your own boat, 18 foot or less, you may launch it on our beach (or the public launch across the lake) and secure it to our dock. There are no fueling stations on the lake, so be sure to top off prior to arrival and bring gas cans with you.brOther things to notebrEDGEWATER is equipped with smoke and CO detectors for everyone's safety. It is absolutely critical that these be left in place and not tampered with. If a detector is beeping or otherwise malfunctioning, contact us right away so that it can be fixed or replaced. DO NOT under any circumstance unplug or otherwise disable these detectors. Guests who do this will not be allowed to stay at the cottage again.

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

Gray, Maine, United States

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Exceptional(2)

$1488.8

Big Birch on Little Sebago LakebrbrOur 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 the 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.

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

Gray, Maine, United States

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Exceptional(1)

$862.19

Unparalleled Water Views, Hot Springs Spa, Dock, Fully Equipped Kitchen, Weber BBQ, Lakefront patio!brbrImagine waking up each morning to breathtaking views of Crystal lake, surrounded by nature's tranquility. This stunning three-story lakefront house offers an unforgettable retreat, perfect for those seeking relaxation and natural beauty. Enjoy the frequent visits from our resident bald eagles! brbrWe're located just 30 minutes from Portland on pristine Crystal Lake in Gray, Maine. This 2 bedroom, 2 bath home features awesome views from all 3 stories. brbrUnwind under the stars in the warm, soothing waters of our Hotspring hot tub, perfectly positioned to take in the lake's beauty and tranquility. brbrThe house also features a private dock with lounging chairs, lake front patio, Webber grill, fire pit and (2) kayaks. There is a Hannaford Supermarket just 5 minutes away! brbrThe house is (3) distinct levels. The main floor features spectacular views of the lake from the kitchen & living area and bathroom with custom tiled shower . There is a fully equipped kitchen and large island with seating for (6), (2) couches, (2) barrel chairs and 55 inch TV with Youtube TV, Amazon Prime & Netflix. The house features 400+ mbps Internet service & wi/fi.brbrGoing up from the main floor, you have the Master bedroom which features awesome lake views from the King bed, couch, leather reclining love seat (for 2) and 55 inch TV with Youtube TV, Amazon Prime & Netflix. brbrGoing down from the main floor, you have the Guest bedroom which features direct access to the lakefront patio with awesome lake views, a private bathroom with custom tiled shower, a Queen bed, couch and 55 inch TV with Youtube TV, Amazon Prime & Netflix. brbrWe provide everything you need (except food!) from a fully stocked kitchen, clean linens, towels, propane, shampoo, soap, washer/dryer and cleaning supplies!brbrCrystal Lake also has a resident only beach, Wilkies Beach, that features a nice sandy beach and boat ramp. Crystal Lake is also one of the best fishing lakes in the area as it is annually stocked with brook trout and landlocked salmon from the Maine Department of Inland Fisheries and Wildlife. These coldwater fish find good habitat in the lake’s cool and well-oxygenated deep waters. In addition, you'll also find healthy bass populations, white perch, yellow perch, hornpout and chain pickerel.

3-story waterfront haven w/ unparalleled views, Hotspring spa, watch our video!

Gray, Maine, United States

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Exceptional(4)

$1886.27

Super Birch on Little Sebago LakebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to Super Birch, a unique lakefront getaway on Little Sebago Lake featuring two separate homes on the same property! Big Birch, completely renovated in 2024, comfortably sleeps 12, while Little Birch is perfect for two guests. Whether you're planning a family reunion, hosting your in-laws, or providing a cozy retreat for a couple with a baby, this property has everything you need for an unforgettable stay.brbrDelight in breathtaking lake views from most rooms and enjoy the convenience of a double-oven in the kitchen for preparing family feasts. Spend your days on the private beach, exploring the lake with 4 kayaks and a paddleboard. Unwind in the evenings with cocktails on the expansive deck or private large dock on your private island as the sun sets. End your nights around the campfire or soaking in the hot tub, serenaded by the soothing calls of the loons.brbrCreate lasting family memories at this slice of heaven on Little Sebago Lake!brbrThings to KnowbrThis is two separate homes on the same property (3-Bedroom House & Guest Cottage.)brThe living room is a 'Bunk Area” with bunk beds (Queen on the bottom, Twin on top).brbrParking notes: There is free parking available for 5 vehicles.brbrDock details: for kayaks, small boats brbrbrbrDamage 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.

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

Gray, Maine, United States

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Sleeps

$263.76

Little Birch on Little Sebago LakebrbrOur 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.

Apartment

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

Gray, Maine, United States

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Sleeps

Most popular vacation rentals in Gray

$664.90

4 BR/3 Bath Lakefront Sleeps 12

Gray, Maine, United States

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Sleeps

$326.99

Cabin

BEACHFRONT ON LITTLE SEBAGO LAKE

Gray, Maine, United States

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$434.98

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

Gray, Maine, United States

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$449.89

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

Gray, Maine, United States

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$471.93

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

Gray, Maine, United States

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$497.43

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

Gray, Maine, United States

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Sleeps

$531.38

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

Gray, Maine, United States

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$649.38

Cabin

Waterfront Access with Kayaks, Private Deck and a Firepit

Gray, Maine, United States

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$1488.80

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

Gray, Maine, United States

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Sleeps

$909.52