Holiday Rentals in South Bristol

  • 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
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in South 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!
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
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access
9.6 out of 10, Exceptional, (65)
"Our stay was amazing and everything was just as we expected, and more! Highly recommend this log cabin in the woods in quiet Maine"
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
9.4 out of 10, Exceptional, (42)
"Beautiful location "
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
A Charming Waterfront Cottage with Touches of Elegance
10.0 out of 10, Exceptional, (96)
"Beautiful cottage with an amazing view of the bay. Great porch where we spent most of our time. Very convenient to Damariscotta. Great setting for two couples. "
A Charming Waterfront Cottage with Touches of Elegance
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.4 out of 10, Very good, (41)
"GORGEOUS house and view! Very spacious and accommodating. Things you should know before booking is that it is about an hour away from anything and everything. House could use some more TV's if you're going with children, pinball machines did not work and neither did "workout equipment" which was an elliptical and treadmill. One of the showers did not work and some of the fans that were provided did not either. I think its a tad over priced for its distance to do things but the views from...
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
9.2 out of 10, Wonderful, (80)
"If you like eclectic you'll love this place. Quite rustic. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, (30)
"This house was amazing. It was way better than we expected after looking through the pictures online. The outdoor space and the house itself are beautiful and the pictures do it zero justice. We were worried at first about the lack of AC, but the house cooled right down once we opened the windows let the air in. I highly recommend this place if you’re looking to visit Boothbay. It was so close to the main area, but you couldn’t even tell- it felt like you were immersed in nature."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
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
Popham Beach Direct Oceanfront Cottage Steps to the sand
9.8 out of 10, Exceptional, (58)
"Well taken care of and maintained. Comfortable."
Popham Beach Direct Oceanfront Cottage Steps to the sand
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.6 out of 10, Excellent, (53)
"Property was great. But we had no water for one of our three days of our stay. We had to call to get someone out to fix it, and they didn’t know how. It set the tone for our stay."
Unique oceanfront home with a deck, tons of natural light, & amazing views
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
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/
Riverfront condo w/ deck overlooking the water - steps to dining & shopping
9.0 out of 10, Wonderful, (41)
"Overall it was great for the money!"
Riverfront condo w/ deck overlooking the water - steps to dining & shopping
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
9.6 out of 10, Exceptional, (65)
"Excellent property and location! Couldn't be happier with the location and proximity to amazing places!"
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer
8.8 out of 10, Excellent, (13)
"Nice views of tidal river "
Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
9.8 out of 10, Exceptional, (24)
"It was just as advertised. Nice ,clean and very comfortable! I would love to stay here again !"
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
9.4 out of 10, Exceptional, (13)
"Staying at the Carousel Marina is like no other VASCA experience for vacation. First, anyone renting should realize they will be staying at the actual marina and will be witness to all the activities that occur there – boats arriving, departing, people coming and going on the docks and the influx of people coming each night to enjoy cocktails, dinner and live music at the attached restaurant either inside or outside on the patio by the firepit. If you are fortunate enough to stay for an extended...
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
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

Other types of properties in South Bristol you may be interested in

Tugboat Inn
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Hotel was older, but well maintained. Rooms were nothing special. Bathroom was small and dark. Best thing was the location--right on a pier looking out at the harbor. Was there in off-season, so bar and restaurant were closed, which was disappointing."
The price is €145
includes taxes & fees
27 Nov - 28 Nov
Tugboat Inn
Residence Inn Bath Brunswick Area
3.0 star property
9.6 out of 10, Exceptional, (301)
"Our stay was fabulous, very clean rooms and staff was friendly. "
The price is €113
includes taxes & fees
16 Dec - 17 Dec
Residence Inn Bath Brunswick Area
Hampton Inn Bath (Brunswick Area)
3.0 star property
9.4 out of 10, Exceptional, (613)
"Great breakfasts, awesome pool, clean, spacious rooms- excellent place"
The price is €132
includes taxes & fees
20 Dec - 21 Dec
Hampton Inn Bath (Brunswick Area)
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.

Frequently asked questions

Are there holiday rentals in South Bristol?

Yes, there are holiday rentals close to the most popular sights in South Bristol, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that South Bristol has to offer?

Bayfront home with 270-degree views, large deck & porch - near Popham Beach: This holiday home rental outside of South Bristol is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in South Bristol?

With 8 Expedia holiday rentals, you're guaranteed to find just the right place for your South Bristol stay.

What’s there to see and do in South Bristol?

Explore the area and family-friendly sights such as Boothbay Railway Village, or get out into nature at a spot like Fort Point. Cabbage Island and Linekin Bay are a couple of places you'll find in the wider area.

What’s a holiday rental in South Bristol like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Bristol. Holiday rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.