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Compare 473 Vacation Homes in Gray with updated reviews, rates, and availability.

Charming 110-year former Inn 10' from the Ocean!
A cruise ship goes by at sunset
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (110)
"We loved the location of this property. It was far enough away from the hustle and bustle to truly relax and enjoy the ocean sounds and sunrises, but close enough that we could easily hop on over to shopping and restaurants. The property was well-maintained, we loved the deck, and being able to walk right out on the beach. Highly recommend!"
Charming 110-year former Inn 10' from the Ocean!
Luxurious Penthouse with Modern Design in Downtown
Luxurious Penthouse with Modern Design in Downtown
9.0 out of 10, Wonderful, (4)
"We had everything around us. Didn’t loose a minute for commute, everything was perfect. "
Luxurious Penthouse with Modern Design in Downtown
Enchanting 3BR Farmhouse Retreat Nature Getaway
Enchanting 3BR Farmhouse Retreat Nature Getaway
9.0 out of 10, Wonderful, (9)
"If you need a place to stay in your way to Boston or Acadia, this will work fine. It was clean and newly remodeled. The host is very quickly responsive, but unfortunately was not able to answer our questions. The house has limited cooking supplies and dishes, and wash cloths were not provided. Overall, it was fine for passing through, but not well stocked or ready for an extended stay. "
Enchanting 3BR Farmhouse Retreat Nature Getaway
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Outdoor spa tub
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
Full sized home
Private kitchen
Full sized home
9.6 out of 10, Exceptional, (22)
"Short visit but fun little cottage off the beaten path. Most comfortable beds ever and very responsive host and caretaker. Would stay here again. Loved the nearby waterfront restaurants."
The price is SAR 939
SAR 1,515 total
includes taxes & fees
5 Nov 2024 - 6 Nov 2024
Full sized home
Oceanside escape 🌊 perfect family getaway!
Living area
Oceanside escape 🌊 perfect family getaway!
9.8 out of 10, Exceptional, (10)
"Beautiful home! Well kept, clean and very comfortable. A little touch of history in this wonderful house and neighborhood. Great location, quick to Portland and the airport. We loved it!!!! Owner communication is a 10+++. "
Oceanside escape 🌊 perfect family getaway!
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views
10.0 out of 10, Exceptional, (3)
"House was great, location was perfect and the local property manager was very responsive and helpful. "
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views
Elegant condo - walk to Portland's best restaurants & Old Port
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (54)
"Cute little spot near oxbow. Short drive to downtown. Great kitchen if you cook. Neighborhood seems Soso during the day and strangely decent at night. Pretty ideal. Best deal the weekend we stayed even over all the hotels. Worked out great. "
The price is SAR 612
SAR 1,585 total
includes taxes & fees
5 Nov 2024 - 6 Nov 2024
Elegant condo - walk to Portland's best restaurants & Old Port
Rent a room in the gorgeous Holt House
Exterior
Rent a room in the gorgeous Holt House
8.2 out of 10, Very Good, (22)
"We loved staying at the Holt House. It's a truly beautiful building. It's like staying in a hotel from another era. The room was beautifully decorated with victorian decor and we loved it. It was also handy to have access to a full kitchen on the first floor where we washed some of our dishes. Overall, it was a cozy and quiet place to stay."
Rent a room in the gorgeous Holt House
Bayside House Near Portland with Water Views, Fast WiFi, & Patio - Dogs OK
Bayside House Near Portland with Water Views, Fast WiFi, & Patio - Dogs OK
8.6 out of 10, Excellent, (12)
"This is owners first year renting. It needs a complete review by electrician because there are several outlets not working. We also had trouble with the thermostats and heat. So that needs help too. The 1800 salt box portion of the home was charming to us. The addition added a great number of beds and baths. The kitchen was marginally stocked with bowls, etc so bring your own.. kitchen could have been cleaner too. So not smooth sailing but a comfy no fuss second home"
Bayside House Near Portland with Water Views, Fast WiFi, & Patio - Dogs OK
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
Lowell's Cove Home facing the ocean
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
9.6 out of 10, Exceptional, (32)
"We loved the location and the house. There were beautiful views from the deck of the bay. It was slightly secluded. We saw a few deer right in the yard. The house was very clean and well stocked."
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Private kitchen
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
10.0 out of 10, Exceptional, (133)
"Beth’s apartment is amazing, and the location is absolutely perfect. You have complete privacy, even though the apartment is attached to her house. We will definitely be returning. Thank you, Beth!"
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
☼ Maine Lakefront Getaway ☼
Miscellaneous
☼ Maine Lakefront Getaway ☼
9.6 out of 10, Exceptional, (63)
"We had a lovely stay! The house was just right and the lake was beautiful "
☼ Maine Lakefront Getaway ☼
Beautiful house on the Harpswell Peninsula over looking Casco Bay
Exterior
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
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
View of the house from the ocean side
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
9.8 out of 10, Exceptional, (173)
"The home was wonderful, quiet location, beautiful views, plentiful parking, great sleeping arrangements. Minor issueswith dining room chairs needing some repair and in need of a little better cleaning (e.g., dusting, sweeping under beds and dressers). But still a perfect rental for our group of 12."
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
Back yard paradise
Terrace/patio
Back yard paradise
9.8 out of 10, Exceptional, (19)
"I live in California, but my son was married in Portland (our home state). We spent a long weekend close to family and wedding activities. This is a comfortable home, in a great location. I feel fortunate to have chosen the perfect VRBO."
Back yard paradise
Modern, Luxury Lakefront Home on Crescent Lake, Maine
Beautiful Wrap around Deck faces the Water
Modern, Luxury Lakefront Home on Crescent Lake, Maine
10.0 out of 10, Exceptional, (103)
"Well equipped and well maintained, very comfortable and peaceful. We had a great stay!"
Modern, Luxury Lakefront Home on Crescent Lake, Maine
NICEST LAKEHOUSE IN MAINE -- PRIVATE BEACH -- LUXURY!
Exterior
NICEST LAKEHOUSE IN MAINE -- PRIVATE BEACH -- LUXURY!
10.0 out of 10, Exceptional, (48)
"Spacious and and private! My family always enjoys their visit to Maine but this home and the property really made this visit special. Communication throughout the booking and reservation was easy and all of our questions were answered promptly. Thank you!"
NICEST LAKEHOUSE IN MAINE -- PRIVATE BEACH -- LUXURY!
Shady Potts Point Cottage Cooled by Ocean Breezes
Front view from street
Shady Potts Point Cottage Cooled by Ocean Breezes
9.6 out of 10, Exceptional, (77)
"Great stay in very clean house in a very quiet ocean side community. Perfect getaway!"
Shady Potts Point Cottage Cooled by Ocean Breezes
Cozy Home Away From Home! Right Outside of the City! Dog Friendly!
Living area
Cozy Home Away From Home! Right Outside of the City! Dog Friendly!
8.0 out of 10, Very Good, (5)
"Daughter lives in area it suited us just fine."
Cozy Home Away From Home! Right Outside of the City! Dog Friendly!
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

Adorable Portland getaway on the Eastern Promenade
Adorable Portland getaway on the Eastern Promenade
9.8 out of 10, Exceptional, (89)
"We really enjoyed our stay. This little third floor walk up was a perfect place for my husband and I to explore Portland. It is homey and comfortable and spotless. If you have any issues with mobility you should look elsewhere, but that is disclosed in the listing. The last set of stairs are very steep, but we found it charming. I highly recommend this rental. Well done! "
The price is SAR 417
SAR 778 total
includes taxes & fees
5 Nov 2024 - 6 Nov 2024
Adorable Portland getaway on the Eastern Promenade
Romantic getaway for two Thanksgiving at Trickey pond early check in
Exterior
Romantic getaway for two Thanksgiving at Trickey pond early check in
10.0 out of 10, Exceptional, (290)
"We had the most amazing 48-hours! We will DEFINITELY be booking again with Dave!"
Romantic getaway for two Thanksgiving at Trickey pond early check in
Sensational House on Sebago Lake, Raymond, ME
Exterior
Sensational House on Sebago Lake, Raymond, ME
9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
Sensational House on Sebago Lake, Raymond, ME
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.