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Browse Select Gray Vacation Homes

Our top choices for Gray vacation homes

Private Entrance Residential Portland

8.8 out of 10, Excellent, (3)
"Check in was simple. Quaint place. "
The price is CA $145
CA $246 total
includes taxes & fees
Aug 26 - Aug 27
Private Entrance Residential Portland

THE LILLIPAD.Off-grid A frame. Sebago lake region!

10.0 out of 10, Exceptional, (2)
"Charming cabin. Well maintained. Loved my stay! Highly recommend."
The price is CA $209
CA $260 total
includes taxes & fees
Sep 9 - Sep 10
THE LILLIPAD.Off-grid A frame. Sebago lake region!

Lakeview Central Hub

10.0 out of 10, Exceptional, (1)
"Beautiful place. Super quick communication. Quiet neighborhood. Loved it!"
The price is CA $230
CA $488 total
includes taxes & fees
Aug 26 - Aug 27
Lakeview Central Hub

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (2)
"Excellent in every way."
The price is CA $148
CA $356 total
includes taxes & fees
Sep 8 - Sep 9
Willard Beach–Private Apt Near Portland & Parks

Camp Forever cottage

9.6 out of 10, Exceptional, (52)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is CA $206
CA $404 total
includes taxes & fees
Sep 15 - Sep 16
Camp Forever cottage

Sauna & fire table near Portland's Back Cove

10.0 out of 10, Exceptional, (3)
"Great location, clean property"
The price is CA $242
CA $514 total
includes taxes & fees
Sep 7 - Sep 8
Sauna & fire table near Portland's Back Cove

Serenity between the lakes and seashore

9.8 out of 10, Exceptional, (21)
"Good location near lots of hiking and not far from Portland "
Serenity between the lakes and seashore

Orchid Harbor, Bailey Island 3BR

10.0 out of 10, Exceptional, (3)
"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."
The price is CA $289
CA $653 total
includes taxes & fees
Sep 24 - Sep 25
Orchid Harbor, Bailey Island 3BR

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (4)
"GoodLocation, very clean. Would stay again "
The price is CA $311
CA $688 total
includes taxes & fees
Aug 26 - Aug 27
Luxury on Back Cove - Three Gables

Charming Studio apartment with WiFi, AC in welcoming Portland

9.6 out of 10, Exceptional, (5)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
The price is CA $173
CA $316 total
includes taxes & fees
Aug 26 - Aug 27
Charming Studio apartment with WiFi, AC in welcoming Portland

Manor Suite,cozy newly renovated,downtown & beach

The price is CA $169
CA $285 total
includes taxes & fees
Aug 26 - Aug 27
Manor Suite,cozy newly renovated,downtown & beach

Entire Modern Chic Home in Windham

10.0 out of 10, Exceptional, (12)
"Everything was great for our family's vacation!"
The price is CA $311
CA $647 total
includes taxes & fees
Aug 29 - Aug 30
Entire Modern Chic Home in Windham

Studio Unit Walkable Everywhere

8.0 out of 10, Very good, (2)
"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"
The price is CA $145
CA $246 total
includes taxes & fees
Sep 1 - Sep 2
Studio Unit Walkable Everywhere

Bird Watching Paradise @ Waterfront Harpswell with Private Deck

10.0 out of 10, Exceptional, (1)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
The price is CA $380
CA $677 total
includes taxes & fees
Aug 26 - Aug 27
Bird Watching Paradise @ Waterfront Harpswell with Private Deck

The Barnhouse with hot tub

10.0 out of 10, Exceptional, (2)
"Thank you Bethany for a most wonderful stay. What a beautiful property you have here. We really loved the opportunity to enjoy the barn house. Hope you and your family have an awesome summer. "
The price is CA $261
CA $491 total
includes taxes & fees
Sep 3 - Sep 4
The Barnhouse with hot tub

The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

10.0 out of 10, Exceptional, (1)
"We had a fantastic stay at this peaceful oceanside property in Harpswell, Maine. The setup—with a main house, attached apartment, and a charming bunkhouse—was perfect for our two families and adult children. There was plenty of space for everyone to relax and unwind.The backyard is absolutely stunning, filled with beautiful flowers and lush grass, and it opens up to a tranquil ocean inlet. We especially loved the hammock spot, perfect for a good book or an afternoon nap, and the back porch...
The price is CA $896
CA $2,063 total
includes taxes & fees
Sep 1 - Sep 2
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

Mint Ocean Promenade Condo, Steps to Old Port

10.0 out of 10, Exceptional, (1)
The price is CA $189
CA $463 total
includes taxes & fees
Sep 2 - Sep 3
Mint Ocean Promenade Condo, Steps to Old Port

Full sized home

9.8 out of 10, Exceptional, (34)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
The price is CA $280
CA $501 total
includes taxes & fees
Sep 2 - Sep 3
Full sized home

Coastal Escape | Hot Tub Fire Pit Chef Kitchen

9.4 out of 10, Exceptional, (3)
"Really nice place. Beds are comfortable. Had nice hot tub with propane fire. Lovely back patio. "
The price is CA $510
CA $961 total
includes taxes & fees
Sep 7 - Sep 8
Coastal Escape | Hot Tub Fire Pit Chef Kitchen

Beautiful 3BR Home with Office in Town of Brunswick with King beds

9.2 out of 10, Wonderful, (5)
"Had a great stay here, the property was clean and came as advertised"
The price is CA $449
CA $815 total
includes taxes & fees
Sep 2 - Sep 3
Beautiful 3BR Home with Office in Town of Brunswick with King beds
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