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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 539 Vacation Homes in Gray with updated reviews, rates, and availability.

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
Smart TV, video games, table tennis, books

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

8.2 out of 10, Very Good, (50)
"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
The Globe House on Munjoy Hill - Walk to Breweries
Fridge, microwave, oven, stovetop

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (77)
"Great historic house in a terrific location. "
The Globe House on Munjoy Hill - Walk to Breweries
Rent a room in the gorgeous Holt House
Exterior

Rent a room in the gorgeous Holt House

8.0 out of 10, Very Good, (14)
"Really cool room and in a great location only a short walk from restaurants and sights. "
Rent a room in the gorgeous Holt House
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Exterior

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"We had a great stay! Amazing weather and plenty of lobster."
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Private Lakefront Estate with 180 Degree Views
Property grounds

Private Lakefront Estate with 180 Degree Views

Private Lakefront Estate with 180 Degree Views
Spacious Country Home Freeport, Only 5 min to LL Bean!
Interior

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

9.8 out of 10, Exceptional, (12)
"We loved everything about this place. Beautiful, large home, plenty of room for 8 adults and 2 children. Large dining room for meals and family game time. So close to Freeport and all the shopping. Very clean, and the home has everything we needed. We can’t wait to go again!"
Spacious Country Home Freeport, Only 5 min to LL Bean!
Beautiful House just a step from ocean
Interior

Beautiful House just a step from ocean

9.0 out of 10, Wonderful, (2)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful House just a step from ocean
Elegant condo - walk to Portland's best restaurants & Old Port
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (60)
"Great location, walkable to everything we wanted to do in Portland"
The price is AED 588
AED 1,558 total
includes taxes & fees
7 May - 8 May
Elegant condo - walk to Portland's best restaurants & Old Port
Prime City Living Townhouse by RedAwning
Fridge, microwave, oven, dishwasher

Prime City Living Townhouse by RedAwning

2.0 star property
9.0 out of 10, Wonderful, (2)
"It was very convenient. "
The price is AED 662
AED 1,996 total
includes taxes & fees
5 May - 6 May
Prime City Living Townhouse by RedAwning
Full sized home
Interior

Full sized home

9.8 out of 10, Exceptional, (26)
"This property was as described and it felt like we were staying at a family member’s cozy house. The towels were thick, the beds were comfortable, and the kitchen had everything we needed."
The price is AED 735
AED 1,241 total
includes taxes & fees
5 May - 6 May
Full sized home
Beautiful house on the Harpswell Peninsula over looking Casco Bay
Terrace/patio

Beautiful house on the Harpswell Peninsula over looking Casco Bay

9.8 out of 10, Exceptional, (59)
"We had our wedding party stay at this property for our wedding at live well farm. It was beautiful and everyone enjoyed their stay. "
Beautiful house on the Harpswell Peninsula over looking Casco Bay
Welcome to Happy Place on Peaks Island
Smart TV

Welcome to Happy Place on Peaks Island

10.0 out of 10, Exceptional, (39)
"Lovely cottage."
Welcome to Happy Place on Peaks Island
Convenient Portland home 3 miles from Downtown
Fridge, microwave, oven, stovetop

Convenient Portland home 3 miles from Downtown

10.0 out of 10, Exceptional, (21)
"The reclining furniture was our favorite after running around all day! Very comfortable beds! Great place to stay!"
Convenient Portland home 3 miles from Downtown
Huge Historic Downtown Townhome
Exterior detail

Huge Historic Downtown Townhome

10.0 out of 10, Exceptional, (1)
"From California, I put together a 21st birthday weekend in Portland for my daughter and five of her friends from Bates College. Tim, the manager, was communicative, helpful, and always available. The townhome is adorable, and the location is fantastic."
The price is AED 1,138
AED 1,922 total
includes taxes & fees
12 May - 13 May
Huge Historic Downtown Townhome
Cozy four-season getaway on Pettingill Pond
Microwave, oven, stovetop, dishwasher

Cozy four-season getaway on Pettingill Pond

Cozy four-season getaway on Pettingill Pond
Luxurious Penthouse with Modern Design in Downtown
Fridge, microwave, oven, stovetop

Luxurious Penthouse with Modern Design in Downtown

9.6 out of 10, Exceptional, (7)
"We had an amazing stay and it was an immense pleasure to call this charming place homebase for a long weekend during the holidays and a family wedding! Many thanks to the owners for hosting us!!"
Luxurious Penthouse with Modern Design in Downtown
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
Outdoor dining

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

9.8 out of 10, Exceptional, (178)
"What a beautiful home and location! Second time we have stayed here and love it. "
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
Sunrise Catcher with a Panoramic View!
Property grounds

Sunrise Catcher with a Panoramic View!

10.0 out of 10, Exceptional, (38)
"A wonderful location and super comfortable accommodations"
Sunrise Catcher with a Panoramic View!
Beautifully built Cape Elizabeth home nestled in the woods on 2.5 acres
Smart TV, fireplace, computer monitors, printers

Beautifully built Cape Elizabeth home nestled in the woods on 2.5 acres

10.0 out of 10, Exceptional, (15)
"This house is beautifully designed and ideal for a family vacation. We had a wonderful stay, and Jocelyn, our host, made everything easy to navigate, always being available for any questions we had. "
Beautifully built Cape Elizabeth home nestled in the woods on 2.5 acres
Our Happy Place on the Lake
Property grounds

Our Happy Place on the Lake

Our Happy Place on the Lake
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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Other property types in Gray

The Weldon Hotel
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (56)
"Great hotel"
The price is AED 885
AED 1,240 total
includes taxes & fees
13 May - 14 May
The Weldon Hotel
Cozy Maine cabin nestled in the woods, dog-friendly
Exterior detail

Cozy Maine cabin nestled in the woods, dog-friendly

10.0 out of 10, Exceptional, (2)
"We had a fantastic stay at Bowhaven cabin! It was extremely clean—truly spotless—and clearly very well cared for. Kez and Kyle are wonderful hosts: super communicative, welcoming, and thoughtful from start to finish. You can tell they take great pride in the property. The setting is peaceful and cozy, and everything we needed was right there. I’m already looking forward to coming back. Highly recommend!"
The price is AED 367
AED 581 total
includes taxes & fees
21 May - 22 May
Cozy Maine cabin nestled in the woods, dog-friendly
Studio Apartment near downtown Walkable!
1 bedroom, WiFi, bed sheets

Studio Apartment near downtown Walkable!

6.0 out of 10, (1)
"The listing said "Studio Apartment," but it is really just a bedroom with a bath. A mini-fridge, coffeemaker and microwave oven do not make this a "Studio" in the sense that I understand that word (i.e., a one-room apartment with kitchen and bath). When I went back and looked at the photos in the listing, that should have been obvious to me, but I got hung up on the word "Studio."That said, it was a comfortable room, although the bathroom was stingy on towels (no face cloths, only one hand...
The price is AED 347
AED 611 total
includes taxes & fees
5 May - 6 May
Studio Apartment near downtown Walkable!
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.