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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

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, (75)
"Just as advertised. Fun and happy space. Incredibly well located. Would return in an instant."
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)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
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, (11)
"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!"
The price is AED 955
AED 2,055 total
includes taxes & fees
28 Mar - 29 Mar
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)
"Lovely place for a couple and a child. Master bedroom was lovely. Water would not allow bathing but shower was ok in hall bath. The downstairs sleeping for two adults was a little difficult. Would have been nice to know upfront that the water was not potable. Nice touches with the set dining table and toiletries. View is amazing."
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 layout, well-appointed and super walkable to Old Port, the great restos on Washington and the Eastern Promenade. Only downside was communication with Vacasa: they always answered but didn’t necessarily address the issue, ie I struggled with the electronic door lock, was leaving for the weekend, they said the owner would come address it but when I returned 3 days later it had been left unlocked all weekend. Unreliable WiFi & I work remotely. Several times had to work from cafes.beautifully...
The price is AED 588
AED 1,530 total
includes taxes & fees
30 Mar - 31 Mar
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
8.0 out of 10, Very Good, (1)
"It was very convenient. "
The price is AED 604
AED 1,894 total
includes taxes & fees
31 Mar - 1 Apr
Prime City Living Townhouse by RedAwning
Full sized home
Interior

Full sized home

9.6 out of 10, Exceptional, (24)
"The house is very clean, and it's very well situated. There are plenty of room in and out. Will come again."
The price is AED 826
AED 1,349 total
includes taxes & fees
31 Mar - 1 Apr
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)
"Comfortable, peaceful. Everything we needed for mussels, steamers and lobster Nice to have working dock in front of us for lobsters"
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 928
AED 1,584 total
includes taxes & fees
1 Apr - 2 Apr
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
Interior

Luxurious Penthouse with Modern Design in Downtown

9.6 out of 10, Exceptional, (7)
" Cool loft. Convenient location. Nice amenities. Family enjoyed. Would return."
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)
"This is the most gorgeous, family friendly home and in such a beautiful location!!!! We want to live here. We brought 4 kids for a dog sledding trip. House feels remote but is close to town. The main town of Freeport is just a few min away - nice restaurants and shopping (LL Bean flagship store). It was very cold while here and snowed 12 inches but the home was always warm. Very well stocked kitchen. On the water with spectacular views. We can’t wait to come back!! 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, (36)
"Very good location for day trips along the coast."
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)
"Beautiful place very clean owner was very responsive!"
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

4.0 star property
9.6 out of 10, Exceptional, (47)
"Brand new. Love the apartment. Large tv, comfortable sofa, modern kitchen and bath, comfortable bed. "
The price is AED 595
AED 649 total
includes taxes & fees
3 Apr - 4 Apr
The Weldon Hotel
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!
Cozy, Elegant and Bright 2 bed in the East End
Fridge, microwave, oven, stovetop

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (36)
"Very clean. Nice walk along bikepath to downtown. Will look to stay here again. Loved the neighborhood and parking was easy. Kitchen had everything we needed to cook. "
The price is AED 735
AED 1,317 total
includes taxes & fees
31 Mar - 1 Apr
Cozy, Elegant and Bright 2 bed in the East End
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.