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

Holiday Homes in Gray

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Gray holiday homes

A beach with a dock, a boat, and signs indicating a private dock and no fishing from the dock.

1. Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
The price is AU$663
includes taxes & fees
28 Sept - 29 Sept
Cozy Family Home w/ Beach Access
A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

2. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is AU$564
includes taxes & fees
26 Oct - 27 Oct
Quiet Spot in lovely Freeport neighborhood
A modern kitchen with a bar area, wooden ceiling, and skylights.

3. 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 AU$496
includes taxes & fees
27 Oct - 28 Oct
The Barnhouse with hot tub
A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

4. 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 AU$394
includes taxes & fees
5 Oct - 6 Oct
Cozy 2-bedroom house with shared beach access to Sebago Lake
A modern kitchen with white cabinets, a dining area with a table and chairs, a sofa, and a coffee table with books.

5. Fully Updated Lake View Home on Thomas Pond

Fully Updated Lake View Home on Thomas Pond
Casco
The price is AU$677
includes taxes & fees
28 Sept - 29 Sept
Fully Updated Lake View Home on Thomas Pond
A multi-story house with a dock and a children's play area.

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, (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 AU$1,044
includes taxes & fees
29 Sept - 30 Sept
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
A living room with a sofa, armchairs, a coffee table, and a patterned rug.

7. Newly Remodeled Cottage with AC- Sebago Lake Area

Newly Remodeled Cottage with AC- Sebago Lake Area
Raymond
The price is AU$732
includes taxes & fees
27 Sept - 28 Sept
Newly Remodeled Cottage with AC- Sebago Lake Area
A wooden deck with a grill area, overlooking a lake with trees in the background.

8. 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, (2 reviews)
"Beautiful setting! Wishing we could have stayed longer. Awesome communication with the host, cleanliness is impeccable. Would definitely stay here again."
United States
MaryAnn F.
The price is AU$400
includes taxes & fees
27 Oct - 28 Oct
Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse
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.

9. New and Spacious Family Home Close to Sebago Lake

New and Spacious Family Home Close to Sebago Lake
Standish
The price is AU$1,289
includes taxes & fees
28 Sept - 29 Sept
New and Spacious Family Home Close to Sebago Lake

10. 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 AU$434
includes taxes & fees
27 Oct - 28 Oct
Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake
A window with a view of a snowy landscape and bare trees.

11. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is AU$465
includes taxes & fees
29 Sept - 30 Sept
Tranquility between the Lakes & Sea
A cozy cabin interior with large windows, a wooden ceiling, and a person reading a book.

12. The Copper Fox Treehouse

The Copper Fox Treehouse
Pownal
The price is AU$920
includes taxes & fees
6 Oct - 7 Oct
The Copper Fox Treehouse
A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

13. 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, (3 reviews)
"The property was beautifully decorated, cleaned to perfection, and a great size home for our family trip. Thank you Mike and Kate!"
United States
Gina H.
The price is AU$1,379
includes taxes & fees
28 Sept - 29 Sept
Luxe 5 Bed/ 3 Bath with Game Room & AC
A dirt path in a park with autumn foliage.

14. 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 AU$899
includes taxes & fees
27 Sept - 28 Sept
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
A beach with footprints, a person standing, and birds on the sand.

15. Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
Buxton
8.0 out of 10, Very good, (2 reviews)
"Place was clean and cozy. Big yard for games and a fire pit for s’mores. Based on previous review I brought pots/pans but didn’t need them. Everything was available. Stove is gas and I was not familiar with using one so that was the only “challenge”We had a ball and the place was perfect for us!!"
United States
Anonymous traveller
The price is AU$471
includes taxes & fees
27 Oct - 28 Oct
Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
A hallway with a large, rustic mirror leaning against the wall, a potted plant in the foreground, and a glimpse of a bed with a yellow blanket in the background.

16. Lush Coastal Downtown Home - Beaches & Shopping

Lush Coastal Downtown Home - Beaches & Shopping
Freeport
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was very comfortable and easy to navigate. The host was very communicative. We had everything we needed and more. It was nice to be in walking distance from downtown Freeport. Although the price was higher than we wanted, our family of four (2 teens) enjoyed having a clean, comfortable and seamless stay."
United States
Alana K.
The price is AU$875
includes taxes & fees
28 Sept - 29 Sept
Lush Coastal Downtown Home - Beaches & Shopping
A rustic room with a wooden ceiling, a hot tub, a black leather chair, and a small table with a flag.

17. Ell Suite walk to town beach

Ell Suite walk to town beach
Bridgton
8.8 out of 10, Excellent, (3 reviews)
"Great spot as advertised "
United States
mark l.
The price is AU$221
includes taxes & fees
28 Sept - 29 Sept
Ell Suite walk to town beach
A cabin with a dock extending into a lake, surrounded by trees.

18. Long Lake 3BR: Beach Access + Dock

Long Lake 3BR: Beach Access + Dock
Naples
The price is AU$680
includes taxes & fees
20 Oct - 21 Oct
Long Lake 3BR: Beach Access + Dock
A living room with a ceiling fan, two chairs, a sofa, a coffee table, and a patterned rug.

19. 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 AU$403
includes taxes & fees
27 Oct - 28 Oct
Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
A covered porch with a view of a lake and trees.

20. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"Lovely location "
United States
Michelle S.
The price is AU$607
includes taxes & fees
14 Oct - 15 Oct
Mere Point Sunrise Views at Eastern Shore!
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

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"The room was spacious. We asked for a view and received a room with a water view."
Debra 2-night trip
Posted less than an hour ago
Hampton Inn Portland Downtown - Waterfront

Find out more about Gray

Gray Holiday Homes information

Number of reviews
97
Accommodation
622 Holiday Homes
Lowest Price
AU$221
Highest Price
AU$1,379