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

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Gray vacation homes

A dining area with a table and chairs, large windows with a view of trees and water, and a candle on the table.

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

Lakefront-Swim-Kayak-FirePit-20min to Portland
Gray
9.6 out of 10, Exceptional, (16 reviews)
"Loved the space and location. We had a beautiful time with friends!"
United States
Lydia T.
Lakefront-Swim-Kayak-FirePit-20min to Portland
A lush garden with a hammock, a variety of flowers, and a lake in the background.

2. Classic New England Waterfront House Big Lawn Beautiful Sunrise

Classic New England Waterfront House Big Lawn Beautiful Sunrise
Harpswell
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! "
United States
Ashma B.
The price is ￥85,943
￥301,643 total
includes taxes & fees
Oct 5 - Oct 6
Classic New England Waterfront House Big Lawn Beautiful Sunrise
A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

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 ￥35,159
￥43,603 total
includes taxes & fees
Sep 17 - Sep 18
Cozy 2-bedroom house with shared beach access to Sebago Lake
A beach with a dock, a boat, and signs indicating a private dock and no fishing from the dock.

4. Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
Cozy Family Home w/ Beach Access
A living room with a sofa, armchair, wooden coffee table, and a potted plant.

5. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
The price is ￥22,345
￥76,134 total
includes taxes & fees
Sep 8 - Sep 9
Fully Updated Airy Historic Home in South Freeport
A compact kitchen with a microwave, coffee maker, and a sink. There are cabinets, a dishwasher, and a dining table with chairs.

6. Quiet Spot in lovely Freeport desert pines neighborhood

Quiet Spot in lovely Freeport desert pines neighborhood
Freeport
The price is ￥22,142
￥63,576 total
includes taxes & fees
Sep 14 - Sep 15
Quiet Spot in lovely Freeport desert pines neighborhood
A modern kitchen with a bar area, wooden ceiling, and skylights.

7. 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 ￥30,002
￥56,207 total
includes taxes & fees
Sep 22 - Sep 23
The Barnhouse with hot tub
A modern living room with a brown leather sofa, a rustic coffee table, and a dining area with a white table and chairs.

8. Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts
Windham
9.4 out of 10, Exceptional, (3 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 ￥32,658
￥116,671 total
includes taxes & fees
Sep 30 - Oct 1
Windham Lakefront: Fire Pit and Modern Comforts
A snow-covered landscape with a house and a tree.

9. Serenity between the lakes and seashore

Serenity between the lakes and seashore
Westbrook
9.8 out of 10, Exceptional, (30 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.
Serenity between the lakes and seashore
A multi-story house with a dock and a children's play area.

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, (16 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 ￥37,659
￥121,602 total
includes taxes & fees
Sep 9 - Sep 10
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
A modern kitchen with white cabinets, a dining area with a table and chairs, a sofa, and a coffee table with books.

11. Fully Updated Lake View Home on Thomas Pond

Fully Updated Lake View Home on Thomas Pond
Casco
The price is ￥25,314
￥80,222 total
includes taxes & fees
Sep 8 - Sep 9
Fully Updated Lake View Home on Thomas Pond
A kitchen with a built-in oven, a sink, and a window with a view of the outdoors.

12. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
The price is ￥23,486
￥51,660 total
includes taxes & fees
Sep 13 - Sep 14
Newly Remodeled Cottage with AC- Sebago Lake Area
A dining area with a long wooden table, six chairs, and a bench. There are large windows with curtains, a plant, and a view into another room.

13. New and Spacious Family Home Close to Sebago Lake

New and Spacious Family Home Close to Sebago Lake
Standish
The price is ￥41,409
￥139,154 total
includes taxes & fees
Sep 8 - Sep 9
New and Spacious Family Home Close to Sebago Lake
A window with a view of a snowy landscape and bare trees.

14. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is ￥17,739
￥50,846 total
includes taxes & fees
Sep 8 - Sep 9
Tranquility between the Lakes & Sea
A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

15. Luxe 5 Bed/ 3 Bath with Game Room & AC

Luxe 5 Bed/ 3 Bath with Game Room & AC
Yarmouth
10.0 out of 10, Exceptional, (2 reviews)
"What a beautiful home! Everything about our stay was perfect. The home has everything you could possibly need and more. My family stayed for a long weekend and everyone was so happy with the accommodations. Hoping to go back!"
United States
Lisa L.
The price is ￥57,863
￥149,936 total
includes taxes & fees
Sep 9 - Sep 10
Luxe 5 Bed/ 3 Bath with Game Room & AC
A wooden deck with a grill area, overlooking a lake with trees in the background.

16. 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 ￥35,159
￥43,263 total
includes taxes & fees
Sep 17 - Sep 18
Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse
A small wooden cabin with a sloped roof, large windows, and a chimney, surrounded by a forest.

17. The Copper Fox Treehouse

The Copper Fox Treehouse
Pownal
The price is ￥66,801
￥104,835 total
includes taxes & fees
Sep 10 - Sep 11
The Copper Fox Treehouse

18. Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake

Cozy 2-bedroom Tiny Home with hot tub, 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 ￥38,284
￥47,180 total
includes taxes & fees
Sep 17 - Sep 18
Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake
A lakeside property with a deck, picnic table, and barbecue grill.

19. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (65 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is ￥32,815
￥56,718 total
includes taxes & fees
Sep 10 - Sep 11
Camp Forever cottage

20. Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking

Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking
Bridgton
10.0 out of 10, Exceptional, (17 reviews)
"Very quaint and quiet, we enjoyed our staying very much would heavily recommend"
United States
Jacob B.
The price is ￥23,439
￥54,674 total
includes taxes & fees
Sep 13 - Sep 14
Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking
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

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Polite staff Nice and clean"
Donald 1-night trip
Posted 2 hours ago
The Westin Portland Harborview

Find out more about Gray

Gray Vacation Homes information

Number of reviews
98
Accommodation
624 Vacation Homes
Lowest Price
￥43,263
Highest Price
￥301,643