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Top Holiday Rentals in South Bristol

Waterfront Cottage in South Bristol w/ private dock and lobster boat views

10.0 out of 10, Exceptional, (102)
"We stayed at the property for two nights for a family getaway after the holidays. The house was in a great location, beautiful views, spotlessly clean, and very well equipped. We loved waking up to the light hitting the water and being able to explore the beautiful peninsula. Great hikes a short drive away. We would gladly stay again! "
Waterfront Cottage in South Bristol w/ private dock and lobster boat views

Captain's House 2BR Apartment. Walk to Everything!

10.0 out of 10, Exceptional, (2)
"Nice, clean, cosy, conveniently located and easy enough to find. Great communication with host, comfortable beds and plenty of hot water. very responsive and would definitely consider using again. "
The price is £195
includes taxes & fees
6 Jul - 7 Jul
Captain's House 2BR Apartment. Walk to Everything!

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

3.0 star property
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

Unique oceanfront home with a deck, tons of natural light, & amazing views

8.6 out of 10, Excellent, (55)
"Beautiful lcation, private & quiet"
Unique oceanfront home with a deck, tons of natural light, & amazing views

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (20)
"This place was amazing and so special- incredible views, great cabin, and amazing access to the water. "
Oceanfront Cabin-Castle in Maine Woods

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (17)
"Beautiful location, comfortable beds and wonderful linens. This place was wonderful"
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

Charming Oceanfront House with Deck, Cozy Loft, and Direct Beach Access

4.0 out of 10, (2)
"The amenities on Travelocity site does not match the amenities Vacasa sends to you after you book. No washer, no (working?) central heating (1 electric oil heater on wheels provided). Safety lists deadbolt lock but only 2 of 5 doors have a deadbolt, 2 doors have no locks or latches. Several windows also don't have locks. We didn't have anyone in our party willing to try the shower but the stains downstairs hinted it might leak. The house is acrossed the street from the water, not on the...
Charming Oceanfront House with Deck, Cozy Loft, and Direct Beach Access

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (2)
"Lovely location, quiet, serene, and the cottage is totally cute and comfortable. "
Enjoyable 1-bedroom rustic cottage in Southport.

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

8.4 out of 10, Very good, (44)
"Beautiful views, quiet, and very private. Perfect choice if you are looking for a serene retreat."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Downtown Boothbay Harbor, 2-Story Cottage

9.6 out of 10, Exceptional, (16)
"Loved how walkable this property is! "
Downtown Boothbay Harbor, 2-Story Cottage

Camp Forever cottage

9.6 out of 10, Exceptional, (48)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is £261
includes taxes & fees
30 Jun - 1 Jul
Camp Forever cottage

Waterfront Cottage

9.2 out of 10, Wonderful, (25)
"Better than expected. Great location."
Waterfront Cottage

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

8.8 out of 10, Excellent, (37)
"This was our second stay here. We love the comfort of this home and the location is perfect."
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Beautiful Oceanfront House- Stunning Water Views

9.0 out of 10, Wonderful, (2)
"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

Well-located, dog-friendly home - walk to footbridge & Barrett Park

9.4 out of 10, Exceptional, (33)
"A nice, quiet location that is just a walk away from a pretty town, and not too far of a drive away from many great places to visit along the coastline."
Well-located, dog-friendly home - walk to footbridge & Barrett Park

"Tranquility Base" is a place where you can lose yourself in nature.

9.8 out of 10, Exceptional, (48)
"Very lovely place to stay. At first thought it was out quite far in woods but got used to the drive. Beautiful scenery. "
"Tranquility Base" is a place where you can lose yourself in nature.

Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

9.8 out of 10, Exceptional, (24)
"The cabin was very clean and a nice quiet location. Had everything we needed for a comfortable stay."
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location

9.2 out of 10, Wonderful, (14)
"Loved the location, lots of activity but also very private and relaxing. Great place, everyone was really nice and friendly"
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location

Elegant home right in town with gorgeous water view, deck & interior

10.0 out of 10, Exceptional, (14)
"Lovely view and attention to so many details for a comfortable stay and night's rest!"
Elegant home right in town with gorgeous water view, deck & interior

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

9.2 out of 10, Wonderful, (86)
"My daughter and I enjoyed our stay."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely 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.
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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?

Captain's House 2BR Apartment. Walk to Everything!: This holiday home rental outside of South Bristol offers a patio, a garden and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

How many holiday rentals are there in South Bristol?

With 9 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. Pemaquid Beach Park and Cabbage Island 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.