South Bristol Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select South Bristol Vacation Homes

Admiral's Quarters - Room 12
Smart TV, fireplace
Admiral's Quarters - Room 12
8.8 out of 10, Excellent, (5)
"We had a wonderful time at Admiral’s Quarters and wish we’d had one more night to spend in Boothbay Harbor. Our room was cozy and the two levels made it perfect for our family of four. The location was fantastic and John always had great recommendations for things to do or places to eat. "
The price is CA $514
CA $656 total
includes taxes & fees
Nov 17 - Nov 18
Admiral's Quarters - Room 12
Oceanfront Cabin-Castle in Maine Woods
Interior
Oceanfront Cabin-Castle in Maine Woods
9.8 out of 10, Exceptional, (8)
"We had a great time during our stay. Very fun and unique placeb to stay. We had a little pine squirrel make his way into the house with us somehow, but the host was very understanding and it didnt take away from our stay at all. Thanks, Micah, we hope to be back. "
Oceanfront Cabin-Castle in Maine Woods
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
Exterior
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
10.0 out of 10, Exceptional, (66)
"We have stayed at several VRBO and this one was the best. Great location and great house."
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
Quintessential Maine Oceanfront home
On the beach, beach towels
Quintessential Maine Oceanfront home
10.0 out of 10, Exceptional, (70)
"Had a wonderful time at the home. The views are just beautiful!"
Quintessential Maine Oceanfront home
Home In Boothbay - Holiday Getaway
Dining
Home In Boothbay - Holiday Getaway
9.4 out of 10, Exceptional, (10)
"Great trip. Home met all our needs. It needs tables by the couch and perhaps another chair in tv room. But it was comfortable and homey. "
Home In Boothbay - Holiday Getaway
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor
Exterior
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor
10.0 out of 10, Exceptional, (4)
"I can’t say enough about the house and our wonderful hosts. They’ve created a wonderful memory for our friends and family that will last a lifetime. The house, the views, boothbay harbor and all that it has to offer. Best vacation ever!! THANK YOU SO MUCH!! Paul"
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Terrace/patio
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
9.6 out of 10, Exceptional, (32)
"Great location, very easy to get to harbor, and a great view. Check-in was easy, not having to keep a key on you was also nice. The house was very cozy, perfect for doing puzzles or drinking coffee in the morning. Lots of appliances and home goods to make it easy to cook, iron clothes, hang stuff, etc. Overall we would definitely stay again!"
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome
Aerial view
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"
The price is CA $144
CA $444 total
includes taxes & fees
Nov 17 - Nov 18
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
Fridge, microwave, oven, stovetop
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
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay
Fridge, microwave, oven, stovetop
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay
9.6 out of 10, Exceptional, (35)
"It is a big house with 4 bedrooms and 2 full baths. It was very clean when we arrived It is about a half mile walk into Boothbay Harbor by way of the footbridge. There are many restaurants, and shops. You can go out on boat tours from the middle of the town. Our experience was very good and be enjoyed our stay"
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay
Cottage in Edgecomb - Waterfront Holiday Getaway
Miscellaneous
Cottage in Edgecomb - Waterfront Holiday Getaway
10.0 out of 10, Exceptional, (25)
"Wonderful home, very clean and well stocked "
Cottage in Edgecomb - Waterfront Holiday Getaway
Cundy’s Harbor
Exterior
Cundy’s Harbor
10.0 out of 10, Exceptional, (3)
"Beautifully appointed property! Immaculate and welcoming. Would rent again for a longer duration! "
The price is CA $490
CA $959 total
includes taxes & fees
Nov 16 - Nov 17
Cundy’s Harbor
Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
Beach nearby
Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
10.0 out of 10, Exceptional, (50)
"This was our first trip to Maine and this home was our first stop (of three) during our stay. It definitely was our favorite! We enjoyed being welcomed by Carol and having the chance to ask questions. Having Reid State Park nearby is like having a beach in your backyard (thanks for the pass). I've stayed in numerous vrbos over the years and, by far, Michael is the most responsive host I've encountered. "
Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away
2 bedrooms, desk, iron/ironing board, free WiFi
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
Downtown Boothbay Harbor, The Francis Greene House
Fridge, microwave, oven, stovetop
Downtown Boothbay Harbor, The Francis Greene House
9.4 out of 10, Exceptional, (39)
"It was our third time staying on this property...the beds are so comfortable we didn't want to leave...the house is located a nice distance from town...a quick 5 minute walk...just far enough away you don't hear any in town noises at night..sunrises in the porch or dining room are beautiful...already planning our next trip there"
Downtown Boothbay Harbor, The Francis Greene House
Luxury Carriage House a short stroll from town!
Fridge, microwave, oven, stovetop
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 CA $418
CA $689 total
includes taxes & fees
Dec 1 - Dec 2
Luxury Carriage House a short stroll from town!
Blue Lobster! 2-bedroom house with Heat, AC, Deck and Seasonal Dock in Harpswell
Smart TV
Blue Lobster! 2-bedroom house with Heat, AC, Deck and Seasonal Dock in Harpswell
2.0 star property
9.6 out of 10, Exceptional, (10)
"Great location! Easy access to the remote islands but also close enough to Brunswick and highway. The house was perfect for my husband and I. The owners have the kitchen well stocked and we were able to cook and eat our own lobsters at home so we can enjoy the magnificent view. Both owners were very helpful with any questions we had"
Blue Lobster! 2-bedroom house with Heat, AC, Deck and Seasonal Dock in Harpswell
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
Interior
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. "
The price is CA $137
CA $226 total
includes taxes & fees
Nov 16 - Nov 17
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Outdoor dining
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
TV, DVD player, books, video library
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
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.
Don't see what you're looking for?
See all available properties in South Bristol
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in South Bristol

A Charming Waterfront Cottage with Touches of Elegance
Miscellaneous
A Charming Waterfront Cottage with Touches of Elegance
10.0 out of 10, Exceptional, (95)
"Loved every moment of our relaxful stay. Location is centrally located for exploring the scenic Maine coast. Highly recommend this home. "
A Charming Waterfront Cottage with Touches of Elegance
East Boothbay Waterfront One room Condo.Waterview from in side this room
Terrace/patio
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
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Beach
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
9.8 out of 10, Exceptional, (38)
"I had an excellent visit. The kitchen was well stocked with utensils and small appliances. Everything was super clean; magazines and books were available (as well as good WiFi). I never turned the tv on as the view was spectacular. I wasn’t able to have an outdoor fire due to weather but everything was great. I hope to return. I look forward to doing more exploring as the area is beautiful. Also, very responsive with owners live next door. Thanks for offering up this quant little cabin for...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
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.