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

Lakefront-Swim-Kayak-FirePit-20min to Portland
Gray
9.6 out of 10, Exceptional, (16 reviews)
"We loved our stay! The house was spotless, comfortable, and exactly as described. Mornings on the water and evenings by the fire pit were perfection, and the kitchen had everything we needed. Great location and close proximity to many family-friendly activities - would absolutely come back!"
United States
Kaitlin M.
The price is NZ$1,231
includes taxes & fees
7 Sept - 8 Sept
Lakefront-Swim-Kayak-FirePit-20min to Portland

2. Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home

Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
3.5 star property
Gray
The price is NZ$2,157
includes taxes & fees
8 Sept - 9 Sept
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home

3. Sebago Lake studio-style condo with enclosed sunroom and sunset views

Sebago Lake studio-style condo with enclosed sunroom and sunset views
Standish
9.0 out of 10, Wonderful, (12 reviews)
The price is NZ$339
includes taxes & fees
1 Sept - 2 Sept
Sebago Lake studio-style condo with enclosed sunroom and sunset views

4. Sebago Lake Cottage on Raymond Cape

Sebago Lake Cottage on Raymond Cape
Raymond
10.0 out of 10, Exceptional, (51 reviews)
"Beautiful location and wonderful hosts. Made us feel right at home."
United States
Donna
The price is NZ$313
includes taxes & fees
8 Sept - 9 Sept
Sebago Lake Cottage on Raymond Cape

5. The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (9 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$583
includes taxes & fees
31 Aug - 1 Sept
The Barnhouse with hot tub

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

Modern cabin w/ full bath & kitchenette - 03
Freeport
10.0 out of 10, Exceptional, (8 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$557
includes taxes & fees
8 Sept - 9 Sept
Modern cabin w/ full bath & kitchenette - 03

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$602
includes taxes & fees
2 Sept - 3 Sept
Modern dome w/ full bath + spa access - 04

8. Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.6 out of 10, Excellent, (10 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is NZ$278
includes taxes & fees
9 Sept - 10 Sept
Private Entrance Residential Portland

9. 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, (15 reviews)
"Had a wonderful overnight - was perfect weekend getaway. Was great being in nature!"
United States
Alex D.
The price is NZ$483
includes taxes & fees
31 Aug - 1 Sept
THE LILLIPAD.Off-grid A frame. Sebago lake region!

10. 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, (15 reviews)
"Our stay at this vacation home was wonderful! We had the best time relaxing and enjoying the fall weather. The property manager was responsive and helpful upon check in and check out. We will most definitely be staying there again!"
United States
Michie K.
The price is NZ$1,345
includes taxes & fees
9 Sept - 10 Sept
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

11. 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$967
includes taxes & fees
28 Aug - 29 Aug
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

12. 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$557
includes taxes & fees
8 Sept - 9 Sept
Glamping cabin w/ full bath + spa access - 21

13. 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$602
includes taxes & fees
2 Sept - 3 Sept
Luna 22-ft dome w/ star loft & full bath - 07

14. Casco Bay Vista

Casco Bay Vista
East Deering
10.0 out of 10, Exceptional, (4 reviews)
"Our stay was very comfortable; beautiful view from our deck. Mat was great with communication and the atmosphere was a perfect fit for us. We highly recommend for your stay in Portland."
United States
Susan R.
The price is NZ$731
includes taxes & fees
14 Sept - 15 Sept
Casco Bay Vista

15. Hasty House Studio

Hasty House Studio
Auburn
10.0 out of 10, Exceptional, (4 reviews)
"Loved my stay! Felt safe and was very comfortable and inviting! Thanks so much!"
United States
Veronica
The price is NZ$339
includes taxes & fees
30 Aug - 31 Aug
Hasty House Studio

16. 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
The price is NZ$717
includes taxes & fees
1 Sept - 2 Sept
Modern Forest Cabin w/ Private Hot Tub & Fire Pit

17. 1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
1 Mi to Maine Street! Mcm-style Home in Brunswick

18. Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard

Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard
Naples
9.2 out of 10, Wonderful, (55 reviews)
"Amazing location! Cabin was perfect! Had such a wonderful time. "
United States
Jillene F.
The price is NZ$1,244
includes taxes & fees
30 Aug - 31 Aug
Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard

19. 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$696
includes taxes & fees
30 Aug - 31 Aug
Secluded A-Frame Cabin Retreat in Oxford

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

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (14 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is NZ$757
includes taxes & fees
30 Aug - 31 Aug
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?

Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This holiday home rental outside of Gray is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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, Maine Wildlife Park and Spring Meadows Golf Course 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.