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

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

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

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

Serenity between the lakes and seashore

9.8 out of 10, Exceptional, (17)
"Truly represented on VBRO. We were very pleased. Clean and well stocked. Easy to get around area. 5 Stars from us. "
Serenity between the lakes and seashore

Charming ocean-view cottage just 10 minutes from downtown Freeport shops

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay with our family (including our 3yo). The home was exactly as described/photos show, and the view is simply amazing. Everything worked as expected, and the kids toys were an added bonus. Great communication with the host, would happily stay here again!"
Charming ocean-view cottage just 10 minutes from downtown Freeport shops

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

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

Cozy four-season getaway on Pettingill Pond

Cozy four-season getaway on Pettingill Pond

Private Lakefront Estate with 180 Degree Views

Private Lakefront Estate with 180 Degree Views

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 SAR 589
SAR 1,886 total
includes taxes & fees
23 Mar - 24 Mar
Prime City Living Townhouse by RedAwning

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 SAR 844
SAR 1,378 total
includes taxes & fees
24 Mar - 25 Mar
Full sized home

WATERFRONT ON LONG LAKE

10.0 out of 10, Exceptional, (8)
"The Deck House was a great spot for our family vacation this year. We had a large group of adults + 1 baby and there was plenty of room to spread out. The kitchen was perfect for cooking large meals with two fridges and a large range/oven. Lots of space for yard games and great fishing and kayaking spot. Everything was clean and beds were very comfortable. "
WATERFRONT ON LONG LAKE

Welcome to Happy Place on Peaks Island

10.0 out of 10, Exceptional, (39)
"Lovely cottage."
Welcome to Happy Place on Peaks Island

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!

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!

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

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 SAR 600
SAR 1,532 total
includes taxes & fees
22 Mar - 23 Mar
Elegant condo - walk to Portland's best restaurants & Old Port

Beautiful oceanside Castle with private beach and seasonal swimming pool

10.0 out of 10, Exceptional, (35)
"It was a wonderful home for a birthday celebration with friends that wanted to experience Maine. The grounds were expansive with lovely water views. The host were very responsive."
Beautiful oceanside Castle with private beach and seasonal swimming pool

Lakefront House

10.0 out of 10, Exceptional, (23)
"The house was clean and welcoming. The hosts were quick to respond to questions. It would be remarkable in the warm months, so you could enjoy the lake! "
The price is SAR 600
SAR 2,735 total
includes taxes & fees
26 Mar - 27 Mar
Lakefront House

Stunning and Spacious 6 BR Waterfront House with Hot Tub

10.0 out of 10, Exceptional, (54)
"Meghan went above and beyond for us. The house was beautiful and clean. Meghan was so easy to communicate with and had easy to follow instructions for everything. "
The price is SAR 3,019
SAR 4,579 total
includes taxes & fees
24 Mar - 25 Mar
Stunning and Spacious 6 BR Waterfront House with Hot Tub
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

4.0 star property
9.6 out of 10, Exceptional, (46)
"Brand new. Love the apartment. Large tv, comfortable sofa, modern kitchen and bath, comfortable bed. "
The price is SAR 601
SAR 655 total
includes taxes & fees
1 Apr - 2 Apr
The Weldon Hotel

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

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
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.