Holiday 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
22 May - 24 May
In two months
3 July - 5 July
In three months
31 July - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Gray holiday homes

Terrace/patio

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AU$472
includes taxes & fees
12 May - 13 May
Camp Forever cottage
Beach

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
The price is AU$403
includes taxes & fees
27 May - 28 May
Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
Property grounds

Manor Suite,cozy newly renovated,downtown & beach

Manor Suite,cozy newly renovated,downtown & beach
Bridgton
10.0 out of 10, Exceptional, (1 review)
"Property was very clean! it had everything you needed right there! "
United States
Lisa
The price is AU$206
includes taxes & fees
12 May - 13 May
Manor Suite,cozy newly renovated,downtown & beach
Outdoor dining

Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (8 reviews)
"Lovely location "
United States
Michelle S.
The price is AU$760
includes taxes & fees
19 May - 20 May
Mere Point Sunrise Views at Eastern Shore!
Interior

Modern Getaway by the Sea

Modern Getaway by the Sea
Ligonia
10.0 out of 10, Exceptional, (3 reviews)
"Enjoyed our girls weekend catching up and relaxing in this lovely space, with plenty of room and everything we needed! Host was very responsive. Would definitely stay again!"
United States
Kelley F.
The price is AU$746
includes taxes & fees
9 May - 10 May
Modern Getaway by the Sea
Beach nearby

South Portland Beach area rental

South Portland Beach area rental
Willard Beach
The price is AU$306
includes taxes & fees
10 May - 11 May
South Portland Beach area rental
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (59 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is AU$654
includes taxes & fees
12 May - 13 May
Centerview cottage
Smart TV, fireplace, books

Waterfront, Luxury, Spacious home in Freeport!

Waterfront, Luxury, Spacious home in Freeport!
Freeport
10.0 out of 10, Exceptional, (30 reviews)
"Lovely place and beautiful views! "
United Kingdom
Jacque C.
Waterfront, Luxury, Spacious home in Freeport!
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is AU$544
includes taxes & fees
14 May - 15 May
Full sized home
Exterior

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Casco
10.0 out of 10, Exceptional, (14 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$1,017
includes taxes & fees
26 May - 27 May
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Interior

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very good, (59 reviews)
"Nice place. Good location."
United States
Rob M.
The price is AU$498
includes taxes & fees
10 May - 11 May
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Outdoor dining

Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (40 reviews)
"Great home, great location, very accommodating, clear communication."
United States
Kristi H.
The price is AU$575
includes taxes & fees
10 May - 11 May
Modern & Sunny House Steps from the Promenade. Private Parking!
Iron/ironing board, Internet, bed sheets

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$366
includes taxes & fees
5 June - 6 June
Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
1 bedroom, Internet, bed sheets

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
The price is AU$385
includes taxes & fees
10 May - 11 May
Charming 1-bedroom ADU in wonderful Portland neighborhood
Property grounds

Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
9.8 out of 10, Exceptional, (10 reviews)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
United States
Karen T.
The price is AU$671
includes taxes & fees
12 May - 13 May
Orchid Harbor, Bailey Island 3BR
Outdoor dining

The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (95 reviews)
"Cozy and clean great location "
United States
Michele F.
The price is AU$815
includes taxes & fees
12 May - 13 May
The Globe House on Munjoy Hill - Walk to Breweries
Interior

Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway

Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
Bridgton
10.0 out of 10, Exceptional, (58 reviews)
"Lovely getaway!"
United States
Victor R.
The price is AU$507
includes taxes & fees
10 May - 11 May
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
Microwave, oven, stovetop, dishwasher

The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (6 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$493
includes taxes & fees
12 May - 13 May
The Barnhouse with hot tub
Interior

Spacious Country Home Freeport, Only 5 min to LL Bean!

Spacious Country Home Freeport, Only 5 min to LL Bean!
Freeport
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful and cozy! Our second stay at this home- 3 generations together for our annual Christmas shopping weekend. The house is perfect. Plenty of space for all of us, and super close to all the shopping. Hosts were very responsive. Very clean and has everything we need. We can't wait for next year!"
United States
Rebekah K.
Spacious Country Home Freeport, Only 5 min to LL Bean!
Interior

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (2 reviews)
"This house was clean and just as described! Close to campus and downtown. Our host was responsive and very helpful!"
United States
Erin B.
The price is AU$963
includes taxes & fees
19 May - 20 May
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Most things were great but there is no hair dryer in the room."
Ziwang 1-night trip
Posted 5 hours ago
Holiday Inn Portland-By the Bay by IHG

Find out more about Gray

Gray Holiday Homes information

Number of reviews
510
Accommodation
600 Holiday Homes
Lowest Price
AU$206
Highest Price
AU$1,017