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South Bristol Vacation Rentals

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Our top choices for South Bristol vacation rentals

1. 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, (35 reviews)
"Close enough to BoothBay Harbour and Botanical Gardens but private and quiet get away. Very comfortable! Spacious, good appliances and bedding. I would guess very new. Loved it!"
United States
Judith
The price is CA $334
CA $759 total
includes taxes & fees
Sep 8 - Sep 9
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

2. 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, (61 reviews)
"Cute place with lots of ambiance. Close to Bay and Coastal Botanical Gardens. Very quiet and clean."
United States
Elaine G.
The price is CA $334
CA $759 total
includes taxes & fees
Sep 8 - Sep 9
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

3. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
8.8 out of 10, Excellent, (3 reviews)
"Communication with Property Owner was excellent. This cute little cottage has been renovated and has a nice feel indoors. There is a beautiful porch on the back with a lovely view. The unit includes a mini fridge and mini microwave along with a little table and two chairs. If you have long hair, water pressure could be a concern. My shower worked great but the sink water pressure was not strong. The bed was comfortable and the decor was nice. The air conditioning works fine."
United States
Abra H.
The price is CA $241
CA $361 total
includes taxes & fees
Sep 11 - Sep 12
Renovated The Driftwood Cabin at White Anchor Inn

4. Sunset B | Oceanfront King Suite + Fireplace

Sunset B | Oceanfront King Suite + Fireplace
Boothbay Harbor
The price is CA $819
CA $1,021 total
includes taxes & fees
Sep 21 - Sep 22
Sunset B | Oceanfront King Suite + Fireplace

5. 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 CA $186
CA $283 total
includes taxes & fees
Sep 8 - Sep 9
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

6. Boothbay Harbor, The Francis Greene House, downtown

Boothbay Harbor, The Francis Greene House, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (49 reviews)
"We spent three nights at this location, which is just a short walk from the commercial area of Boothbay Harbor. In addition to restaurants in town it is only minutes away from Robinson's Wharf, which had some of the best food we experienced in 14 days of travel - definitely the best lobster. The house was as advertised and suited our needs well."
United States
Terry F.
The price is CA $524
CA $980 total
includes taxes & fees
Sep 23 - Sep 24
Boothbay Harbor, The Francis Greene House, downtown

7. Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (5 reviews)
"The place was beautiful, with charming and had perfect design choices. Check in was so convenient, and the hosts were quite responsive to any needs. We all felt so comfortable there. It felt private, yet was conveniently located to Damariscotta. I would absolutely rent here again."
United States
Tera P.
The price is CA $715
CA $1,320 total
includes taxes & fees
Sep 8 - Sep 9
Pemaquid Escape | Curated Comfort + Hot Tub

8. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed the place, great location. "
United States
Erik P.
The price is CA $274
CA $513 total
includes taxes & fees
Oct 2 - Oct 3
Boothbay Harbor, 2-Story Cottage, downtown

9. Pelican Cottage | 2 BR + Waterfront Porch

Pelican Cottage | 2 BR + Waterfront Porch
Boothbay Harbor
The price is CA $919
CA $1,144 total
includes taxes & fees
Sep 7 - Sep 8
Pelican Cottage | 2 BR + Waterfront Porch

10. Little Spruce Cottage | Wood Stove + Porch

Little Spruce Cottage | Wood Stove + Porch
Boothbay Harbor
The price is CA $836
CA $1,054 total
includes taxes & fees
Sep 16 - Sep 17
Little Spruce Cottage | Wood Stove + Porch

11. Classic Maine Waterfront Home on the Back River – Trevett

Classic Maine Waterfront Home on the Back River – Trevett
Boothbay
The price is CA $621
CA $1,203 total
includes taxes & fees
Sep 13 - Sep 14
Classic Maine Waterfront Home on the Back River – Trevett

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
6.0 out of 10, (1 review)
"Ok Beautiful location price was on the high side but very clean and state of the art."
United States
Steve R.
The price is CA $588
CA $1,196 total
includes taxes & fees
Sep 11 - Sep 12
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

13. 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 CA $152
CA $338 total
includes taxes & fees
Sep 7 - Sep 8
Cheerful Cottage with Loft 9

14. 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 CA $294
CA $579 total
includes taxes & fees
Sep 8 - Sep 9
1920s Riverfront Cottage – Historic Maine Charm

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, (54 reviews)
"The accommodations were wonderful and the views were amazing. The house was nicely appointed. "
United States
Judith t.
The price is CA $309
CA $589 total
includes taxes & fees
Sep 8 - Sep 9
Joyful Maine Escape: A Three-Bedroom Water View Townhouse

16. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is CA $174
CA $363 total
includes taxes & fees
Sep 29 - Sep 30
Spacious 1 Bedroom Cottage Close to Everything 5

17. 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 CA $203
CA $402 total
includes taxes & fees
Sep 8 - Sep 9
Spacious 1 Bedroom Cottage Close to Everything 3

18. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.6 out of 10, Excellent, (9 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is CA $214
CA $316 total
includes taxes & fees
Sep 11 - Sep 12
Newly Renovated Cozy Cove Cabin at White Anchor Inn

19. Windward Suite | Harbor View + Enclosed Porch

Windward Suite | Harbor View + Enclosed Porch
Boothbay Harbor
The price is CA $819
CA $1,021 total
includes taxes & fees
Sep 7 - Sep 8
Windward Suite | Harbor View + Enclosed Porch

20. Druce Room 1 | Ocean Deck + French Doors

Druce Room 1 | Ocean Deck + French Doors
Boothbay Harbor
The price is CA $655
CA $816 total
includes taxes & fees
Sep 13 - Sep 14
Druce Room 1 | Ocean Deck + French Doors
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Bristol. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

3-bdrm house in beautiful Boothbay! A perfect location for relaxing getaways!: This vacation home near South Bristol offers a balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in South Bristol?

With 10 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.