Holiday Homes in Bristol

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Featured Holiday Homes in Bristol

Peace in Pemaquid - Ocean Sunsets & Stargazing

10.0 out of 10, Exceptional, (14)
"Stay"
Peace in Pemaquid - Ocean Sunsets & Stargazing

Bayfront home with 270-degree views, large deck & porch - near Popham Beach

8.2 out of 10, Very good, (29)
"The house is beautiful, comfortable and was pristine when we checked in. Decks and screened porch are wonderful. The kids loved the 3rd floor bedroom space, and it was fabulous being so close to Popham Beach. Definitely recommend. Kitchen on 2nd floor ... so have some strong helpers to bring in groceries ;)"
Bayfront home with 270-degree views, large deck & porch - near Popham Beach

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

10.0 out of 10, Exceptional, (17)
"This property was amazing! Abby was in contact anytime i needed anything. Will definitely contact again if we choose to go back to visit!!"
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away

10.0 out of 10, Exceptional, (90)
"Beautiful location, really enjoyed the stay. The stairs are a challenge especially with no landing at the top. Didn't receive any notification about check-in and I got no answer when I called but when I checked the door was unlocked and keys were on the table. Everything was very clean and the kitchen was well equipped. "
Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away

More then a Motel With Garden , Renovated Rooms at heart of Boothbay

2.0 star property
8.0 out of 10, Very good, (1)
"We enjoyed our stay here. Cute newly remodeled room. Close to all we wanted to experience in boothbay. "
More then a Motel With Garden , Renovated Rooms at heart of Boothbay

Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina

9.4 out of 10, Exceptional, (51)
"There were four of us so we each had a bedroom. We have been friends since 1955!!! It was a wonderful getaway! "
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina

2 Bedroom Close to Town Home

9.0 out of 10, Wonderful, (26)
"Our primary objective was a clean cost-effective one night stay for a road trip through New England. This was right on the road, which was convenient but a little bit noisy at night."
The price is AU$475
includes taxes & fees
30 Nov - 1 Dec
2 Bedroom Close to Town Home

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

9.0 out of 10, Wonderful, (56)
"Beautiful house with lots of charm….. gorgeous views from the deck. I was texted when we arrived to make sure we were happy with the cleanliness of the home and we were . House was supplied with plenty of towels, blankets, toiletries, cushions for outdoor furniture and games. We stayed here with our dogs who loved it as well. We would stay here again"
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

5.6 out of 10, (5)
"The shared driveway was a challenge and the hike from the driveway to the house had was also a challenge. Additionally the window in one of the bathrooms did not work, the dishwasher was not secured and tilted when you put dishes in, one of the commodes ran constantly unless you jiggle. The kitchen garbage can is broken."
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Spectacular Ocean Views from Every Room

9.6 out of 10, Exceptional, (35)
"Perfect! Beautiful location! Accurate description on VRBO. Would recommend to anyone."
Spectacular Ocean Views from Every Room

Waterfront Cottage on Tidal Cove with Dock

9.8 out of 10, Exceptional, (44)
"Just a perfect getaway. Very well maintained home with a few handy man quirks. Power went out and the Generac generator kicked right on. House is well stocked, clean and perfectly situated for a secluded trip. I would mention that you have to walk thru one bedroom ( attic dormer) to get to the forth bedroom. And there is no door between the two just a curtain. Which might be an issue if it was all couples. Overall this was a perfect getaway. Loved the location. The kayaks were great ( better pay...
Waterfront Cottage on Tidal Cove with Dock

Woodland hideaway with lake access, private game room, fireplace, & luxe kitchen

9.4 out of 10, Exceptional, (37)
"Nice house in quiet location. Great kitchen!! Master bed was comfy except sheets should be replaced. The house is large with a huge finished basement. The TV in the basement was OK. The basement sofa is comfy but the primary sofa upstairs was uncomfortable. All in all... a very good property that could be great with better bed sheets and living room sofa."
Woodland hideaway with lake access, private game room, fireplace, & luxe kitchen

Spectacular Waterfront Retreat Close To Portland!

10.0 out of 10, Exceptional, (46)
"Spent 2 glorious fall weeks at this West Bath property. This older, well updated house nicely accommodated the two of us. It was very comfortable and clean. We had everything we needed. There were plenty of dishes and flatware. We cooked in for most meals. There are black out curtains in the main bedroom, so you can really sleep in if you want to! We did! The backyard views are wonderful. Jennie’s Nubble has an active eagles nest. Lobster boats and sail boats were frequently in the area. The...
Spectacular Waterfront Retreat Close To Portland!

Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters

9.0 out of 10, Wonderful, (73)
"It was so nice to be next door to family to celebrate our uncle’s 90th birthday. We enjoyed staying in a house with a lot of history. "
Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters

Luxury Carriage House a short stroll from town!

2.0 star property
10.0 out of 10, Exceptional, (5)
"Amazing location and beautiful little property. Everything was immaculate and welcoming, and we felt so taken care of, down to the small touches like just the coffee we like! Communication was great and timely, too. We'll definitely be back next time we are in Maine!"
The price is AU$767
includes taxes & fees
1 Dec - 2 Dec
Luxury Carriage House a short stroll from town!

Sunset river 3-bedroom house in amazing South Thomaston, Maine

2.0 star property
The price is AU$840
includes taxes & fees
5 Dec - 6 Dec
Sunset river 3-bedroom house in amazing South Thomaston, Maine

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

9.2 out of 10, Wonderful, (80)
"This house is in perfect spot in Boothbay Harbor. Easy walk to town, right on the water. Everything about the house was perfect and exactly what we needed. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

8.8 out of 10, Excellent, (35)
"Our party of 8 enjoyed our stay. The house is well equipped and stocked to get you started. Conveniently located to town and the Botanical Gardens. Plenty of outside space for kids to run around and play. It has a beautiful view of the cove but is very rocky. This didn't stop us from hunting hermit crabs and catching fish. The house is old but that gives it the Maine charm. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Stunning oceanfront cottage w/ private deck and Atlantic views

9.2 out of 10, Wonderful, (50)
"They thought of everything, including binoculars. We watched seabirds and lobstermen working and didn't leave the house until late in the day for the Botanical Gardens. They only communicate through Vacasa,email, and text. Good communication, though. Final payment is through Vacasa. "
Stunning oceanfront cottage w/ private deck and Atlantic views

Slow Down & Go Back in Time-Relax Completely in Our Maine Home

9.6 out of 10, Exceptional, (65)
"This is my 3rd time staying at this lovely place. Everything is beautifully clean and well maintained. Check in is seamless. I have never seen a kitchen so well equipped. you can literally cook anything here! The location is within walking or a few minutes driving distance to all the attractions on the peninsula. I am so looking forward to returning! "
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
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 Bristol

East Boothbay Waterfront One room Condo.Waterview from in side this room

9.8 out of 10, Exceptional, (127)
"perfect love to be back next year"
East Boothbay Waterfront One room Condo.Waterview from in side this room

Bayfront home with 270-degree views, large deck & porch - near Popham Beach

8.2 out of 10, Very good, (29)
"The house is beautiful, comfortable and was pristine when we checked in. Decks and screened porch are wonderful. The kids loved the 3rd floor bedroom space, and it was fabulous being so close to Popham Beach. Definitely recommend. Kitchen on 2nd floor ... so have some strong helpers to bring in groceries ;)"
Bayfront home with 270-degree views, large deck & porch - near Popham Beach

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

10.0 out of 10, Exceptional, (17)
"This property was amazing! Abby was in contact anytime i needed anything. Will definitely contact again if we choose to go back to visit!!"
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.