Gray vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Gray

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Cottage in Pownal
Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike
Relax and unwind at this cozy post-and-beam cottage in a woodsy setting. Complete with all the modern amenities you will feel at home after exploring all that Maine has to offer. At day’s end ascend to the loft bedroom for a great night's sleep. Please note the current Maine travel restrictions: https://www.maine.gov/covid19 This custom post and beam cottage is brand new. Designed by John Libby, one of the most respected timber frame builders in New England, (www.housesandbarns.com) this space was thoughtfully designed and meticulously built specifically for your enjoyment. This cottage resides on the owner’s property, but is sited on its own two acres nestled among a beautiful stretch of Maine hardwood forest.  Accessible via its own private driveway and surrounded by acres of pristine forest, it is the perfect place to relax among nature. No matter the season the exposed weathered Douglas Fir beams of the building will both welcome you and wrap you in a feeling of comfort and contentment. This complete home has all of the amenities. The kitchen includes natural unpolished granite countertops and brand new appliances including a stainless steel gas oven/range, dishwasher and refrigerator. The whitewashed walls of the hallway and bathroom provide a more modern feel, while showcasing all the wonderful knots of the Maine white pine from which it was milled. An easy-to-access, low/no step corner shower complete with floor to ceiling tile and an oversized vanity make time in the bathroom a pleasure.  The open concept makes for a natural flow through the space and the sitting area comes complete with a queen sofa bed, TV and a gas fired wood-stove. The vaulted ceilings rise 22’ above the floor providing a spacious and beautiful feel. Radiant heat in the finished concrete floors make the space cozy and keep your feet warm. Oversized and lit stairs lead to the loft where you’ll find a king sized bed providing the opportunity for a great night’s sleep.  Large windows make you feel as though your sleeping in the tree tops…come Fall this Oak and Maple forest comes alive with color.  A ceiling fan keeps you cool, in the Summer and moves the heat around come Winter. Enjoy the beautiful outdoors on either the front or back deck, or from your own personal fire pit complete with granite bench. Don’t forget the s’mores! Guests have access to the post and beam cottage as well as the immediate surrounding area. We ask that the property boundaries are respected and that the guests do not go past the rock wall or onto the main house property or neighboring properties/horse farm. The post and beam cottage is on the same property as our primary residence but has it’s own driveway and is situated in a private clearing surrounded by beautiful forest. We will usually be available to welcome you personally and are happy to meet new people and make new friends but we also respect our guests privacy as we expect the same in return. Thank you! This post and beam cottage is in the small town of Pownal, 20 minutes from the wonderful restaurants, sights, and sounds of Portland. It's a 10-minute drive to Freeport and the L.L.Bean flagship store. Bradbury Mountain State Park is two miles away.
Jan 23 – 30
$240 per night
4.99 out of 5 average rating, 320 reviews
Guest favorite
Guest suite in New Gloucester
Peaceful Lakeside Suite w/Firepit and Kayaks
Open the double doors of your suite for direct access to a beautiful Maine lake. With a private entrance, the open concept apartment is in the walk-out basement of our log-cabin style home. Includes a kitchenette, private bathroom, enclosed unheated porch, large flat screen TV with DirecTV, washer & dryer. A patio with firepit is available (except when snow-covered). You may swim and use our kayaks and other boats, in season, at your own risk. Nice views. Quiet and peaceful. Enjoy star-gazing.
May 2 – 9
$90 per night
4.98 out of 5 average rating, 170 reviews
Guest favorite
Guesthouse in New Gloucester
On the water Boathouse!
In the water! Two story boathouse. Originally built in 1939 and parked boats in until 1972. Converted to living space in the early eighties. The upstairs consist of a bedroom walk in closet and a balcony. The downstairs is a living room, kitchen and bathroom. Walk out the door to the patio , dock , and beach! You won't find anything closer to the water! The balcony is the perfect place to watch the sunset, thunderstorms, or sip your morning coffee. Watch the fish out the window!
Nov 23 – 30
$198 per night
4.89 out of 5 average rating, 106 reviews

Popular amenities for Gray vacation rentals

Stay near Gray's top sights

Maine Wildlife Park54 locals recommend
Pineland Farms66 locals recommend
Walmart Supercenter14 locals recommend
Cole Farms Restaurant & Pub3 locals recommend
Smitty's Cinema Windham25 locals recommend
Hannaford Supermarket22 locals recommend

Other great vacation rentals in Gray

Guest favorite
Cabin in Raymond
Rustic, cozy cabin on the lake. A hidden gem.
Sep 25 – Oct 2
$160 per night
4.93 out of 5 average rating, 144 reviews
Guest favorite
Tiny home in Durham
Crow’s Nest Tiny House at Old Crow Ranch
Sep 3 – 10
$164 per night
4.99 out of 5 average rating, 292 reviews
Guest favorite
Home in Lisbon
Unplug at a Beachy Bolthole with Classic New England Style
Feb 10 – 17
$57 per night
4.94 out of 5 average rating, 326 reviews
Guest favorite
Farm stay in North Yarmouth
Hobby Farm Guesthouse-17 acre trails-1 good dog OK
Aug 30 – Sep 6
$169 per night
4.96 out of 5 average rating, 110 reviews
Guest favorite
Guest suite in Freeport
Weather's Edge, Freeport
Jun 30 – Jul 7
$83 per night
4.96 out of 5 average rating, 193 reviews
Superhost
Guest suite in Gray
Updated 1 King Bedroom unit w/ deck & kitchenette
Jun 6 – 13
$92 per night
4.79 out of 5 average rating, 33 reviews
Guest favorite
Home in Gray
cozy 3 bedroom ranch with deck and screen porch
Dec 31 – Jan 7
$206 per night
4.95 out of 5 average rating, 43 reviews
Guest favorite
Home in Windham
Waterfront Gem walkable to Restaurants!
Feb 4 – 11
$134 per night
4.95 out of 5 average rating, 58 reviews
Guest favorite
Home in Gray
Little Sebago Lakefront Getaway
May 16 – 23
$270 per night
5.0 out of 5 average rating, 18 reviews
Guest favorite
Guest suite in Pownal
Maine Mystic Gardens, Family Friendly Suite
Oct 30 – Nov 6
$91 per night
4.97 out of 5 average rating, 73 reviews
Guest favorite
Apartment in Gray
Two bedroom duplex across st from crystal lake
Sep 6 – 13
$119 per night
4.94 out of 5 average rating, 82 reviews
Guest favorite
Camper/RV in New Gloucester
Joelsa Farm’s Camper
Jan 1 – 8
$100 per night
4.98 out of 5 average rating, 48 reviews

Other great vacation rentals in Gray

Guest favorite
Cabin in Windham
Cozy Private Lake Getaway (Seasonal)
Jun 8 – 13
$150 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Gray
Year Round Lake House!
Feb 26 – Mar 5
$285 per night
4.94 out of 5 average rating, 48 reviews
Guest favorite
Cottage in Raymond
Relax by a Quiet Lake
May 6 – 13
$135 per night
4.9 out of 5 average rating, 90 reviews
Guest favorite
Guest suite in Gorham
Farmhouse stay, near lakes and St. Joe's College
Apr 6 – 13
$140 per night
4.98 out of 5 average rating, 98 reviews
Guest favorite
Cottage in Windham
The Purple House by Pettingill Pond
Dec 8 – 15
$220 per night
4.84 out of 5 average rating, 45 reviews
Guest favorite
Home in Cumberland
Forest Lake Cottage
Jan 14 – 21
$250 per night
4.94 out of 5 average rating, 17 reviews
Guest favorite
Cottage in Windham
Tranquil waterfront cottage
Sep 9 – 16
$346 per night
4.92 out of 5 average rating, 73 reviews
Guest favorite
Tiny home in Naples
LUX Designer Private Waterfront
Oct 11 – 18
$608 per night
5.0 out of 5 average rating, 34 reviews
Guest favorite
Cabin in Poland
Cozy cabin on the lake with the loons
Feb 14 – 21
$109 per night
4.91 out of 5 average rating, 22 reviews
Superhost
Cottage in Windham
Relaxing 2 bed cottage on Little Sebago Lake
Aug 17 – 24
$260 per night
4.9 out of 5 average rating, 10 reviews
Guest favorite
Vacation home in Windham
Sebago Lakehouse: Hot Tub and Private Beach Access
Mar 27 – Apr 3
$232 per night
5.0 out of 5 average rating, 44 reviews
Superhost
Cottage in Windham
Peaceful waterfront hideaway with 5 bedrooms!
Nov 6 – 13
$406 per night
4.79 out of 5 average rating, 38 reviews

Quick stats about vacation rentals in Gray

Total rentals

90 properties

Wifi availability

90 properties include access to wifi

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

70 properties are a good fit for families

Total number of reviews

3.2K reviews

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Gray?

    Four-legged friends are welcome in Gray. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Gray?

    Yes! Work meets play with ease at over 40 vacation rentals in Gray featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do cottage rentals in Gray have a bbq area?

    Absolutely! We offer over 10 cottage rentals with a bbq area in Gray. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in cottage rentals in Gray?

    Experience the best of Gray with our cottage rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Gray have wireless internet?

    Absolutely! We offer over 50 house rentals with wireless internet in Gray. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gray have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Gray. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cottage rentals in Gray?

    Gray has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Gray?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with a bbq area, over 40 homes with air conditioning, over 50 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Gray