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South Bristol Vacation Rentals

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Our top choices for South Bristol vacation rentals

1. Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (64 reviews)
"Tucked away in a wooded lot, quick drive to Boothbay Harbor. Side by side units are great for friends or families traveling together."
United States
Carly C.
The price is ¥38,128
¥82,416 total
includes taxes & fees
Nov 19 - Nov 20
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

2. Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (41 reviews)
"The property was quiet and beautiful. It had everything we needed for a three night stay."
United States
Jordana S.
The price is ¥42,631
¥87,926 total
includes taxes & fees
Nov 29 - Nov 30
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

3. Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920

Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is ¥48,034
¥103,513 total
includes taxes & fees
Nov 15 - Nov 16
Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920

4. Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law

Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
Boothbay Harbor
10.0 out of 10, Exceptional, (129 reviews)
"This place was the definition of relaxation! The access to West Harbor "Pond" (it's huge -- more like a lake!) was unbeatable! We were able to use the provided kayaks to explore the little islands in the water and to come really close to a pair of loons!"
United States
Melinda M.
The price is ¥28,348
¥50,126 total
includes taxes & fees
Nov 15 - Nov 16
Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law

5. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot. Make sure to use the hot tub!"
United States
Sam D.
The price is ¥27,100
¥53,809 total
includes taxes & fees
Nov 9 - Nov 10
1920s Riverfront Cottage – Historic Maine Charm

6. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.0 out of 10, Very good, (11 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is ¥69,926
¥88,407 total
includes taxes & fees
Nov 14 - Nov 15
Newly Renovated Cozy Cove Cabin at White Anchor Inn

7. Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!

Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
Boothbay Harbor
10.0 out of 10, Exceptional, (14 reviews)
"The house is incredible! We loved our stay here. It was the perfect location to explore Boothbay. They had ALL needed amenities, even firewood. The beds were super comfortable and the house is very spacious. We would definitely stay here again."
United States
Allison W.
The price is ¥125,992
¥176,986 total
includes taxes & fees
Nov 19 - Nov 20
Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!

8. Cheerful Cottage with Loft Close to Everything 6

Cheerful Cottage with Loft Close to Everything 6
Edgecomb
9.4 out of 10, Exceptional, (11 reviews)
"Very clean and comfortable little cottage. Host responds and communicates effectively. Very nice experience."
United States
Yaoyubai
The price is ¥11,969
¥30,583 total
includes taxes & fees
Nov 9 - Nov 10
Cheerful Cottage with Loft Close to Everything 6

9. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
The price is ¥12,520
¥31,294 total
includes taxes & fees
Nov 10 - Nov 11
Cheerful Cottage with Loft 9

10. Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.6 out of 10, Exceptional, (18 reviews)
"Great central location"
United States
Bruce O.
The price is ¥17,591
¥36,303 total
includes taxes & fees
Nov 9 - Nov 10
Spacious 1 Bedroom Cottage Close to Everything 3

11. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"A great property and easy process."
United States
Dan L.
The price is ¥42,156
¥71,801 total
includes taxes & fees
Nov 9 - Nov 10
3 Bedroom Happy Cottage 15

12. Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
Boothbay Harbor
8.0 out of 10, Very good, (2 reviews)
"Ok Beautiful location price was on the high side but very clean and state of the art."
United States
Steve R.
The price is ¥49,921
¥109,692 total
includes taxes & fees
Nov 20 - Nov 21
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

13. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (72 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is ¥22,537
¥45,337 total
includes taxes & fees
Nov 15 - Nov 16
A Spacious Vacation Cottage in Sheepscot Harbour

14. Happy Cottage Near Everything 11

Happy Cottage Near Everything 11
Edgecomb
6.8 out of 10, (3 reviews)
"Great quit little place, great accommodations with even better help and information about the local area."
United States
George
The price is ¥9,350
¥26,824 total
includes taxes & fees
Nov 9 - Nov 10
Happy Cottage Near Everything 11

15. Joyful Maine Escape: A Three-Bedroom Water View Townhouse

Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Edgecomb
10.0 out of 10, Exceptional, (56 reviews)
"This was a very nice home. Clean, comfortable, and lovely. The water views are great, too."
United States
kathleen m.
The price is ¥34,232
¥63,743 total
includes taxes & fees
Nov 8 - Nov 9
Joyful Maine Escape: A Three-Bedroom Water View Townhouse

16. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is ¥33,376
¥59,888 total
includes taxes & fees
Nov 8 - Nov 9
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

17. Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
9.8 out of 10, Exceptional, (8 reviews)
"Very nice and very quiet "
United States
justin s.
The price is ¥17,497
¥48,426 total
includes taxes & fees
Nov 9 - Nov 10
Tiny A-Frame Romantic Getaway

18. Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Boothbay
6.0 out of 10, (5 reviews)
"It had a very homey feel, was nice to stay at for the night and wasn’t far from town."
United States
Audreyana P.
The price is ¥69,926
¥88,064 total
includes taxes & fees
Nov 8 - Nov 9
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

19. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
Edgecomb
9.8 out of 10, Exceptional, (90 reviews)
"Lovely cottage with a great view."
United States
Ann M.
The price is ¥28,526
¥52,341 total
includes taxes & fees
Nov 8 - Nov 9
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

20. Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
9.0 out of 10, Wonderful, (12 reviews)
"Great location, excellent accommodations, perfect for our weekend adventure."
United States
Brian
The price is ¥22,836
¥25,921 total
includes taxes & fees
Nov 12 - Nov 13
Peaceful Intown Studio ~ Walk to Shops & Dining
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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Top South Bristol Hotel Reviews

Find out more about South Bristol

Search for holiday rentals in South Bristol on Expedia! You can easily find your home rentals, villas, holiday apartments in South Bristol using one of the methods below:

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Look no further and take a look at our great range of rental properties in South Bristol!

Frequently asked questions

Are there vacation rentals in South Bristol?

Yes, we have vacation rentals close to well known points of interest in South Bristol, or you can select a more remote option if you'd like a relaxing place to stay.

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

Beautiful Oceanfront House- Stunning Water Views: Located near South Bristol, this vacation home rental offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in South Bristol?

With 9 Expedia vacation rentals, you're sure 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 Maine Maritime Museum, 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 larger area.

What’s a vacation rental in South Bristol like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in South Bristol. Vacation rentals offer extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip.