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

Search Vacation Homes in Gray

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Gray vacation homes

Dining

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.
Lakefront-Swim-Kayak-FirePit-20min to Portland
House, 5 Bedrooms | Private kitchen | Coffee/tea maker, fridge, oven, electric kettle

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 AED 2,180
AED 4,809 total
includes taxes & fees
8 Sep - 9 Sep
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
Smart TV, fireplace

3. 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 AED 826
AED 1,029 total
includes taxes & fees
1 Sep - 2 Sep
Cozy 2-bedroom house with shared beach access to Sebago Lake
Beach nearby

4. Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
The price is AED 489
AED 1,706 total
includes taxes & fees
1 Sep - 2 Sep
Cozy Family Home w/ Beach Access
TV, offices

5. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
The price is AED 569
AED 1,854 total
includes taxes & fees
1 Sep - 2 Sep
Fully Updated Airy Historic Home in South Freeport
Microwave, oven, stovetop, dishwasher

6. 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 AED 713
AED 1,345 total
includes taxes & fees
22 Sep - 23 Sep
The Barnhouse with hot tub
Coffee/tea maker, fridge, microwave, dishwasher

7. Quiet Spot in Lovely Freeport Neighborhood

Quiet Spot in Lovely Freeport Neighborhood
Freeport
Quiet Spot in Lovely Freeport Neighborhood
Exterior

8. The Copper Fox Treehouse

The Copper Fox Treehouse
Pownal
The Copper Fox Treehouse
Living area

9. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
The price is AED 1,088
AED 1,898 total
includes taxes & fees
1 Sep - 2 Sep
Newly Remodeled Cottage with AC- Sebago Lake Area
Terrace/patio

10. Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse

Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse
Casco
10.0 out of 10, Exceptional, (1 review)
"An adorable little getaway on the cutest little lake. It is quiet and peaceful."
United States
E Tyler B.
The price is AED 826
AED 1,025 total
includes taxes & fees
1 Sep - 2 Sep
Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse
TV, fireplace, offices

11. Fully Updated Lake View Home on Thomas Pond

Fully Updated Lake View Home on Thomas Pond
Casco
The price is AED 672
AED 1,982 total
includes taxes & fees
2 Sep - 3 Sep
Fully Updated Lake View Home on Thomas Pond
Terrace/patio

12. •Peaceful Private Freeport 2 BR Home on the Ocean•

•Peaceful Private Freeport 2 BR Home on the Ocean•
Freeport
•Peaceful Private Freeport 2 BR Home on the Ocean•
TV, offices

13. Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts
Windham
10.0 out of 10, Exceptional, (2 reviews)
"This is an exceptional property. It was quiet and comfortable, and we all slept well. The location was ideal for our plans and the host answered every question promptly.I highly recommend this rental, and I plan to return."
United States
Richard G.
The price is AED 709
AED 2,666 total
includes taxes & fees
30 Sep - 1 Oct
Windham Lakefront: Fire Pit and Modern Comforts
Property grounds

14. Serenity between the lakes and seashore

Serenity between the lakes and seashore
Westbrook
9.8 out of 10, Exceptional, (29 reviews)
"This is my second stay at this property and we have a third stay booked in the fall. Everything was perfect from ease of checking in and communication with the host to fully stocked kitchen and cleanliness. Highly recommend "
United States
Joanne N.
The price is AED 529
AED 1,253 total
includes taxes & fees
7 Sep - 8 Sep
Serenity between the lakes and seashore
Sauna

15. Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake

Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake
Casco
10.0 out of 10, Exceptional, (2 reviews)
"Clean and tidy"
United States
Edward R.
The price is AED 900
AED 1,121 total
includes taxes & fees
28 Sep - 29 Sep
Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake
Exterior

16. 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 AED 1,017
AED 3,007 total
includes taxes & fees
13 Sep - 14 Sep
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Coffee/tea maker, fridge, microwave, oven

17. Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Freeport
10.0 out of 10, Exceptional, (10 reviews)
"Our whole family was impressed by this house!"
United States
Gary B.
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Interior

18. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is AED 639
AED 1,485 total
includes taxes & fees
8 Sep - 9 Sep
Tranquility between the Lakes & Sea
Dining

19. New and Spacious Family Home Close to Sebago Lake

New and Spacious Family Home Close to Sebago Lake
Standish
The price is AED 1,377
AED 3,759 total
includes taxes & fees
3 Sep - 4 Sep
New and Spacious Family Home Close to Sebago Lake
Living area

20. Beautifully remodeled first floor of a duplex home, surrounded by privacy fence

Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
Sabattus
The price is AED 569
AED 1,053 total
includes taxes & fees
6 Sep - 7 Sep
Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gray Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent
"Outstanding front desk staff. Rooms are cleaned and prepared extremely well and the beddings are very nice. No complaints. Good breakfast"
G Daniel 1-night trip
Posted 2 hours ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel