A suspension bridge over a river with surrounding autumn foliage and distant hills.

Gray Holiday Rentals

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Our top choices for Gray holiday rentals

1. Waterfront Access with Kayaks, Private Deck and a Firepit

Waterfront Access with Kayaks, Private Deck and a Firepit
Gray
9.8 out of 10, Exceptional, (8 reviews)
"In frosty conditions the house was warm and comfortable. Jen was really responsive and welcoming, and the space was perfect."
United States
Matthew S.
The price is NZ$1,291
includes taxes & fees
13 Oct - 14 Oct
Waterfront Access with Kayaks, Private Deck and a Firepit

2. Modern cabin w/ full bath & kitchenette - 03

Modern cabin w/ full bath & kitchenette - 03
Freeport
10.0 out of 10, Exceptional, (9 reviews)
"Easy check in process. More than clean, it looked brand new. Overall a great stay. Kitchen was well stocked with plates, utensils, and cookware. "
United States
Michael H.
The price is NZ$711
includes taxes & fees
18 Oct - 19 Oct
Modern cabin w/ full bath & kitchenette - 03

3. Glamping cabin w/ full bath + spa access - 21

Glamping cabin w/ full bath + spa access - 21
Freeport
10.0 out of 10, Exceptional, (1 review)
The price is NZ$515
includes taxes & fees
13 Oct - 14 Oct
Glamping cabin w/ full bath + spa access - 21

4. The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (10 reviews)
"This was the perfect spot for my friends and I who were attending a wedding down the road! Great location, lovely property and very clear instructions from the hosts! "
United States
Jen V.
The price is NZ$614
includes taxes & fees
21 Oct - 22 Oct
The Barnhouse with hot tub

5. Cozy 2-bedroom house with shared beach access to Sebago Lake

Cozy 2-bedroom house with shared beach access to Sebago Lake
Raymond
The price is NZ$480
includes taxes & fees
20 Oct - 21 Oct
Cozy 2-bedroom house with shared beach access to Sebago Lake

6. Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Casco
9.8 out of 10, Exceptional, (17 reviews)
"We loved the houses and esp the hot tub!"
United States
loie H.
The price is NZ$1,296
includes taxes & fees
14 Oct - 15 Oct
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

7. Modern dome w/ full bath + spa access - 04

Modern dome w/ full bath + spa access - 04
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"Pet friendly and the experience is just amazing. Thank you for having us! "
United States
Rene B.
The price is NZ$770
includes taxes & fees
21 Oct - 22 Oct
Modern dome w/ full bath + spa access - 04

8. Great suburban location close to town!

Great suburban location close to town!
Deering Center
10.0 out of 10, Exceptional, (2 reviews)
"Small but cozy space, well kept, good value for the price and has all the amenities you could expect. Would be happy to stay here again."
United States
Peter H.
The price is NZ$172
includes taxes & fees
25 Oct - 26 Oct
Great suburban location close to town!

9. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.2 out of 10, Very good, (15 reviews)
"Easy to get to, and a great night's sleep.Want to stay in Portland but in a quiet neighborhood?-Grab this spot!"
United States
Cricket C.
The price is NZ$198
includes taxes & fees
13 Oct - 14 Oct
Portland 1-bedroom with enclosed porch & parking

10. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
10.0 out of 10, Exceptional, (18 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
The price is NZ$600
includes taxes & fees
25 Oct - 26 Oct
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

11. Luna 22-ft dome w/ star loft & full bath - 07

Luna 22-ft dome w/ star loft & full bath - 07
Freeport
10.0 out of 10, Exceptional, (1 review)
"Fun place with all amenities. Had an excellent time!"
United States
Andrew L.
The price is NZ$770
includes taxes & fees
21 Oct - 22 Oct
Luna 22-ft dome w/ star loft & full bath - 07

12. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (21 reviews)
"We had a great stay in Portland! The place was just as described and the hosts were easy to communicate with. A good place for a couple nights within walking distance of all Portland has to offer."
United States
Lucy T.
The price is NZ$268
includes taxes & fees
1 Nov - 2 Nov
Studio Apartment near downtown Walkable!

13. THE LILLIPAD.Off-grid A frame. Sebago lake region!

THE LILLIPAD.Off-grid A frame. Sebago lake region!
Standish
9.8 out of 10, Exceptional, (16 reviews)
"Had a wonderful overnight - was perfect weekend getaway. Was great being in nature!"
United States
Alex D.
The price is NZ$511
includes taxes & fees
13 Oct - 14 Oct
THE LILLIPAD.Off-grid A frame. Sebago lake region!

14. Secluded A-Frame Cabin Retreat in Oxford

Secluded A-Frame Cabin Retreat in Oxford
Oxford
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay."
United States
Justin P.
The price is NZ$705
includes taxes & fees
14 Oct - 15 Oct
Secluded A-Frame Cabin Retreat in Oxford

15. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (15 reviews)
"This is a very nice hotel in a great location. It’s new and wonderfully appointed. Everything about it is first class."
United States
Rick
The price is NZ$854
includes taxes & fees
10 Nov - 11 Nov
Evalina Hotel

16. Hasty House Studio

Hasty House Studio
Auburn
10.0 out of 10, Exceptional, (5 reviews)
"Loved my stay! Felt safe and was very comfortable and inviting! Thanks so much!"
United States
Veronica
The price is NZ$327
includes taxes & fees
13 Oct - 14 Oct
Hasty House Studio

17. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (125 reviews)
"Really nice room and location"
United States
Victoria
The price is NZ$513
includes taxes & fees
2 Nov - 3 Nov
The Weldon Hotel

18. Modern Forest Cabin w/ Private Hot Tub & Fire Pit

Modern Forest Cabin w/ Private Hot Tub & Fire Pit
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"My wife and I had a wonderful stay, we took advantage of all the amenities. Cooked in the outdoor kitchen, used the fire pit every night, swam, floated and fished to the pond, hot tub and sauna were wonderful as well. Everything was very clean and new, all cabins have their own space and it was so quiet and peaceful. Already planning another trip!"
United States
Shawn
Modern Forest Cabin w/ Private Hot Tub & Fire Pit

19. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Westbrook
9.6 out of 10, Exceptional, (43 reviews)
"Host was excellent, even thinking of bug spray, yoga mats, binoculars, and extra blankets. We loved our stay!"
United States
Genevieve W.
The price is NZ$1,072
includes taxes & fees
13 Oct - 14 Oct
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

20. Cozy 3BR | Pet Friendly | Near Portland | Parking

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (15 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is NZ$831
includes taxes & fees
13 Oct - 14 Oct
Cozy 3BR | Pet Friendly | Near Portland | Parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Gray Hotel Reviews

Find out more about Gray

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Gray holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Gray. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Gray. Seeing all the best attractions is bound to make you fall in love with Gray. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Gray short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Gray?

Yes, there are holiday rentals in Gray close to Maine Wildlife Park, or you can select a more secluded option if you're looking for a relaxing stay. Gray is known for its shopping and golf courses.

What are some of the best holiday rentals that Gray has to offer?

Charming 110-year former Inn 10' from the Ocean!: This holiday home rental outside of Gray is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Gray?

Choose from 18 Expedia holiday rentals in Gray for a memorable holiday.

What’s there to see and do in Gray?

Little Sebago Lake and Forest Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Spring Meadows Golf Course and Maine Wildlife Park are other places worth a visit.

What’s a holiday rental in Gray like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gray. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.