Holiday rentals in Gray

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Top-rated holiday rentals in Gray

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

Guest favourite

Cottage in Pownal

4.99 out of 5 average rating, 321 reviews

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.

28 Jan – 4 Feb

₹22,863 per night
Guest favourite

Tiny home in Durham

4.99 out of 5 average rating, 295 reviews

Crow’s Nest Tiny House at Old Crow Ranch

The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle & chickens grazing in the fields.

11–18 Jan

₹14,106 per night
Guest favourite

Guest suite in New Gloucester

4.98 out of 5 average rating, 170 reviews

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.

11–18 Jun

₹9,847 per night

Popular amenities for Gray holiday 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 holiday rentals in Gray

Guest favourite

Home in Naples

4.98 out of 5 average rating, 133 reviews

Kayak to the Causeway-50s cottage with modern vibe

4–11 Apr

₹12,159 per night
Guest favourite

Cabin in Raymond

4.93 out of 5 average rating, 144 reviews

Rustic, cozy cabin on the lake. A hidden gem.

1–8 Jun

₹15,302 per night
Guest favourite

Flat in Gray

4.96 out of 5 average rating, 26 reviews

A lovely 2 Bedroom Apt 1st FL w/ backyard and deck

15–22 May

₹9,523 per night
Guest favourite

Flat in Gray

4.94 out of 5 average rating, 82 reviews

Two bedroom duplex across st from crystal lake

13–20 Mar

₹11,487 per night
Guest favourite

Guest suite in Pownal

4.97 out of 5 average rating, 73 reviews

Maine Mystic Gardens, Family Friendly Suite

5–12 Sep

₹8,802 per night
Guest favourite

Home in Windham

4.95 out of 5 average rating, 60 reviews

Waterfront Gem walkable to Restaurants!

15–22 Nov

₹13,299 per night
Guest favourite

Home in Gray

4.95 out of 5 average rating, 43 reviews

cozy 3 bedroom ranch with deck and screen porch

11–18 Feb

₹20,120 per night
Guest favourite

Cabin in Poland

4.91 out of 5 average rating, 22 reviews

Cozy cabin on the lake with the loons

26 Jan – 2 Feb

₹10,348 per night
Guest favourite

Campervan/Motorhome in New Gloucester

4.98 out of 5 average rating, 48 reviews

Joelsa Farm’s Camper

20–27 Feb

₹9,723 per night
Guest favourite

Home in Gray

5.0 out of 5 average rating, 18 reviews

Little Sebago Lakefront Getaway

21–28 Aug

₹34,577 per night
Guest favourite

Cottage in Gray

4.87 out of 5 average rating, 45 reviews

Edgewater Retreat - Lakefront w/Sauna & EV Charger

17–24 Jan

₹13,593 per night
Guest favourite

Cabin in Windham

5.0 out of 5 average rating, 14 reviews

Cozy Private Lake Getaway (Seasonal)

6–11 Sep

₹14,385 per night

Quick stats about holiday 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

3.2T reviews

Destinations to explore

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