Photo by Deb Soromenho

Holiday Rentals in Gray

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Gray holiday rentals

Waterfront Access with Kayaks, Private Deck and a Firepit

Waterfront Access with Kayaks, Private Deck and a Firepit
2.0 star property
Gray
10.0 out of 10, Exceptional, (3)
" The place was wonderful!! Very peaceful and beautiful!! "
United States
Anonymous traveller
The price is €588
includes taxes & fees
5 Jan - 6 Jan 2026
Waterfront Access with Kayaks, Private Deck and a Firepit

NEW! Gray Woodland Escape | Golf, Pool & Cinema

NEW! Gray Woodland Escape | Golf, Pool & Cinema
Gray
10.0 out of 10, Exceptional, (1)
The price is €805
includes taxes & fees
4 Jan - 5 Jan 2026
NEW! Gray Woodland Escape | Golf, Pool & Cinema

Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home

Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
3.0 star property
Gray
The price is €841
includes taxes & fees
4 Jan - 5 Jan 2026
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home

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

Spacious 6-bedroom waterfront home with WiFi, in beautiful Gray.
Gray
The price is €642
includes taxes & fees
6 Jan - 7 Jan 2026
Spacious 6-bedroom waterfront home with WiFi, in beautiful Gray.

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
2.0 star property
Knightville
9.8 out of 10, Exceptional, (25)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is €174
includes taxes & fees
4 Jan - 5 Jan 2026
Sunny Spot with Private Parking.

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (90)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is €221
includes taxes & fees
4 Jan - 5 Jan 2026
The Weldon Hotel

Workspace | Soaking Tub | W/D | 5 Min Downtown

Workspace | Soaking Tub | W/D | 5 Min Downtown
2.0 star property
Oakdale
9.2 out of 10, Wonderful, (7)
"Great location, walkable to coffee, bagels, and the great lost bear. Worked well for our family and would book again"
United States
Morgan V.
The price is €596
includes taxes & fees
3 Jan - 4 Jan 2026
Workspace | Soaking Tub | W/D | 5 Min Downtown

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52)
"Great location and cozy."
United States
Heather G.
The price is €200
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy, Elegant and Bright 2 bed in the East End

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick
10.0 out of 10, Exceptional, (145)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is €106
includes taxes & fees
18 Jan - 19 Jan 2026
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (128)
"The place was perfect. It was right in the middle of everything and a perfe spot for a getaway"
United States
Jon S.
The price is €176
includes taxes & fees
4 Jan - 5 Jan 2026
Adorable Portland getaway on the Eastern Promenade

Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (74)
"Location was great. Parking was easy."
United States
Bruce G.
Elegant condo - walk to Portland's best restaurants & Old Port

Waterfront Two Master Suite Penthouse with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (192)
"Terrific spot and great stay. Some noise from nearby bars, but to be expected. Would absolutely stay again. "
United States
Andrew J.
Waterfront Two Master Suite Penthouse with Rooftop

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (171)
"Great location, very clean, everything we needed!"
United States
dawn m.
The price is €218
includes taxes & fees
1 Jan - 2 Jan 2026
Glorious getaway on Portland's Eastern Promenade.

Chic 3 BR Retreat- Prime Old Port Spot with parking- Park and walk the town

Chic 3 BR Retreat- Prime Old Port Spot with parking- Park and walk the town
East Bayside
9.8 out of 10, Exceptional, (162)
"Loved the apartment - clean, great location, easy to find, spacious and comfortable! This will be my go-to place to stay next time I’m in Portland."
United States
Mara
Chic 3 BR Retreat- Prime Old Port Spot with parking- Park and walk the town

Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (47)
"Excellent place in every way-- I wish we could have stayed longer!"
United States
Alicia
The price is €194
includes taxes & fees
4 Jan - 5 Jan 2026
Charming West End Hideaway. Private Parking

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (37)
"Overall a pleasing stay."
United States
Mallory D.
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Historic Home in the West End. Private Parking.

Historic Home in the West End. Private Parking.
West End
10.0 out of 10, Exceptional, (49)
"Great location and beautifully decorated! Old Port restaurants and shopping all within walking distance. Will definitely stay here again if we’re ever back in the area. "
United States
Jeff P.
The price is €233
includes taxes & fees
4 Jan - 5 Jan 2026
Historic Home in the West End. Private Parking.

Downtown Penthouse Suite - Stunning Harbor Views

Downtown Penthouse Suite - Stunning Harbor Views
Downtown Portland
10.0 out of 10, Exceptional, (225)
"Beautiful penthouse! Close to the harbor and all the shopping and restaurants. "
United States
Jessi F.
Downtown Penthouse Suite - Stunning Harbor Views

Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (63)
"We had a wonderful week here. Fantastic proximity to the beach & a great bakery and ice cream shop. They accommodated us and our dog very well and had everything we need for a great stay. "
United States
Elizabeth C.
The price is €307
includes taxes & fees
4 Jan - 5 Jan 2026
Arlie`s Digs! - One Block To Willard Beach!

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (122)
"Perfect location and the host was immediately repsonsive and always friendly!"
United States
Jon L.
The price is €261
includes taxes & fees
4 Jan - 5 Jan 2026
City Amenities, Casco Bay Sunrises and Natural Beauty
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Gray Hotel Reviews

Find out more about Gray

Everything you need to know about Gray holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gray holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gray holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gray holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gray. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gray holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gray holiday rentals we have selected for you start as low as €118 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gray rentals

At Expedia, we put the best Gray holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gray rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gray holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gray. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views: This holiday home rental outside of Gray is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals will I find in Gray?

Choose from 20 Expedia holiday rentals in Gray for a memorable holiday.

What’s there to see and do in Gray?

While exploring the area, visit family-friendly sights like Seacoast Adventure, or get outside and enjoy nature at Little Sebago Lake. 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.