Photo by Deb Soromenho

Gray Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Gray Vacation Homes

Summer Fun, Lake View, Firepit, Outdoor grilling, walk to the lake
Interior

Summer Fun, Lake View, Firepit, Outdoor grilling, walk to the lake

7.8 out of 10, Good, (11)
"Perfect location and communication with the property manager"
Summer Fun, Lake View, Firepit, Outdoor grilling, walk to the lake
Shady Potts Point Cottage Cooled by Ocean Breezes
Terrace/patio

Shady Potts Point Cottage Cooled by Ocean Breezes

9.8 out of 10, Exceptional, (83)
"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!
Fridge, microwave, oven, stovetop

Cozy Home Away From Home! Right Outside of the City! Dog Friendly!

7.8 out of 10, Good, (9)
"Daughter lives in area it suited us just fine."
Cozy Home Away From Home! Right Outside of the City! Dog Friendly!
Sunny Modern Oasis in Portland’s Trendy East End
Exterior detail

Sunny Modern Oasis in Portland’s Trendy East End

10.0 out of 10, Exceptional, (53)
"This apartment was very clean, modern, and fairly private, located on a quite street, but still close enough to walk to shops, cafes, breweries. Only about half a mile from downtown. Would definitely stay again!"
Sunny Modern Oasis in Portland’s Trendy East End
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, (77)
"We had a great stay! Amazing weather and plenty of lobster."
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Elegant and efficient Island home 4 miles from downtown Portland
Outdoor dining

Elegant and efficient Island home 4 miles from downtown Portland

Elegant and efficient Island home 4 miles from downtown Portland
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, (55)
"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 Good Bones Abode
Property grounds

The Good Bones Abode

10.0 out of 10, Exceptional, (3)
"Beautiful older home with lots of character. Comfy beds, updated appliances, well manicured gardens and pretty outdoor sitting area. Close location to the interstate and urban areas, yet in a lovely country setting."
The Good Bones Abode
Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]
Marina

Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]

9.6 out of 10, Exceptional, (15)
"Would stay here again. Loved the location and the size of the rooms! Perfect for a group and very pet friendly."
Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]
Enchanting 3BR Farmhouse Retreat Nature Getaway
Fridge, microwave, oven, stovetop

Enchanting 3BR Farmhouse Retreat Nature Getaway

10.0 out of 10, Exceptional, (3)
"We really enjoyed this property. It was very clean, and very comfortable. We will visit again. "
Enchanting 3BR Farmhouse Retreat Nature Getaway
Spacious Lakehouse +Private Dock+Firepit+Kayaks
Outdoor dining

Spacious Lakehouse +Private Dock+Firepit+Kayaks

10.0 out of 10, Exceptional, (1)
"Perfect Lakefront Getaway on Panther PondWe had a fantastic week at this beautiful lake house on Panther Pond. The home was clean, spacious, and had a great kitchen.The lake was peaceful and perfect for swimming and kayaking. We spent most days on the water and evenings grilling and relaxing by the fire pit. One enjoyable perk was the ping pong table in the basement — we had nightly tournaments that kept us entertained.The location was quiet yet close to stores and towns like Raymond and...
Spacious Lakehouse +Private Dock+Firepit+Kayaks
Large, light filled 4 bedroom house - walk to ocean and ferry
Terrace/patio

Large, light filled 4 bedroom house - walk to ocean and ferry

10.0 out of 10, Exceptional, (32)
"Comfortable place to stay and enjoy time with family. We enjoyed exploring Peaks Island and Portland. Everything we needed."
Large, light filled 4 bedroom house - walk to ocean and ferry
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Fridge, microwave, oven, stovetop

5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!

10.0 out of 10, Exceptional, (144)
"This was our second stay at Beth’s home, and it certainly won’t be the last (as long as she’s willing to have us!) Everything is absolutely perfect. Beth is a thoughtful host, the location is perfect and the home is beautiful - you can’t go wrong!"
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Spacious 4-bedroom house located in the heart of Portland, ME.
Interior

Spacious 4-bedroom house located in the heart of Portland, ME.

10.0 out of 10, Exceptional, (1)
"Clean, comfortable. "
The price is CA $792
CA $1,373 total
includes taxes & fees
Sep 1 - Sep 2
Spacious 4-bedroom house located in the heart of Portland, ME.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
On the beach

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (223)
"We enjoyed everything about our place!"
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Modern Getaway by the Sea
Fridge, microwave, oven, stovetop

Modern Getaway by the Sea

The price is CA $585
CA $800 total
includes taxes & fees
Aug 20 - Aug 21
Modern Getaway by the Sea
Beautiful Oceanfront House- Stunning Water Views
Interior

Beautiful Oceanfront House- Stunning Water Views

9.6 out of 10, Exceptional, (10)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful Oceanfront House- Stunning Water Views
Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland
Outdoor dining

Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland

10.0 out of 10, Exceptional, (31)
"Beautiful view and property. Thoroughly enjoyed our stay."
Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland
Stunning and Spacious 6 BR Waterfront House with Hot Tub
Fridge, microwave, oven, stovetop

Stunning and Spacious 6 BR Waterfront House with Hot Tub

10.0 out of 10, Exceptional, (60)
"Very clean, lots of room for gathering. Perfect location on a quiet street with great views of the lake. Plenty of towels, bedding, water, etc. Would come back!"
The price is CA $1,245
CA $1,851 total
includes taxes & fees
Aug 25 - Aug 26
Stunning and Spacious 6 BR Waterfront House with Hot Tub
Tranquil, serene Sebago Lakefront House on 2 wooded acres - 300ft waterfront!
Fridge, microwave, oven, stovetop

Tranquil, serene Sebago Lakefront House on 2 wooded acres - 300ft waterfront!

10.0 out of 10, Exceptional, (61)
"Great stay!"
Tranquil, serene Sebago Lakefront House on 2 wooded acres - 300ft waterfront!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gray Hotel Reviews

Inn at St John Portland In-Town

Inn at St John Portland In-Town

10/10 Excellent
"Easy to get to and from places. "
Samantha 2-night trip
Posted 14 hours ago
Inn at St John Portland In-Town