South Bristol Holiday Rentals

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Holiday Rentals in South Bristol

The Entire Waldoboro Inn

The price is NZ$2,168
includes taxes & fees
3 Aug - 4 Aug
The Entire Waldoboro Inn

THE NOOK Apartment

The price is NZ$497
includes taxes & fees
3 Aug - 4 Aug
THE NOOK Apartment

Laughton House @ Pemaquid Beach

10.0 out of 10, Exceptional, (6)
"Wonderful, spacious home that has been beautifully decorated and maintained. Francine and Greg were great hosts. Will definitely be back."
The price is NZ$1,365
includes taxes & fees
14 July - 15 July
Laughton House @ Pemaquid Beach

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (24)
"The owners were ver accommodating and the place is a quiet, pretty location "
The price is NZ$605
includes taxes & fees
19 July - 20 July
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

New! Pemaquid Escape | Curated Comfort + Hot Tub

10.0 out of 10, Exceptional, (1)
"This was a last minute booking for our family as we had a basketball tournament, there were 8 of us including 3 children. This was the most kid friendly house we have stayed in! It was so well stocked for the entire family. The house was meticulously cleaned and the hosts were very responsive to any questions! "
The price is NZ$1,280
includes taxes & fees
9 July - 10 July
New! Pemaquid Escape | Curated Comfort + Hot Tub

Downtown Boothbay Harbor, The Francis Greene House

9.4 out of 10, Exceptional, (41)
"We had a blast, home was just the local place we needed for our weekend! Home was beautiful and nice and clean! Would love to stay again!"
The price is NZ$1,213
includes taxes & fees
20 July - 21 July
Downtown Boothbay Harbor, The Francis Greene House

Greenleaf Inn Room 4 – King Room with Harbor & Island Views in Boothbay

2.5 star property
10.0 out of 10, Exceptional, (2)
"As soon as we got there we felt welcome. John was amazing, showing us around the whole property & explaining all that was offered. We got there late & had not had a chance to eat so we asked him if there was any suggestions. He immediately got on the phone & got us a reservation for the Thistle Inn. He was amazing & could not do enough for us, including bringing us pastries every morning & having campfires at night so that we could get to know the other guests staying at the inn.The room was...
The price is NZ$495
includes taxes & fees
9 July - 10 July
Greenleaf Inn Room 4 – King Room with Harbor & Island Views in Boothbay

Greenleaf Inn #3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Our host did a tremendous job making us feel welcome. "
The price is NZ$710
includes taxes & fees
14 July - 15 July
Greenleaf Inn #3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

Greenleaf Inn Alyson's Room Main House King, Ocean views, Large Bath

2.5 star property
10.0 out of 10, Exceptional, (1)
"This was one of our very favorite places we have visited. The Greenleaf Inn was perfect and we lacked for nothing. Make sure you relax on the roof top deck with a coffee or glass of wine!"
The price is NZ$610
includes taxes & fees
15 July - 16 July
Greenleaf Inn Alyson's Room Main House King, Ocean views, Large Bath

Greenleaf Inn - Mary's Room! First Floor King Suite, w/ Balcony, Harbor Views!

8.0 out of 10, Very good, (2)
"The property was on a great location and the service was excellent! We will definitely stay here again!"
The price is NZ$577
includes taxes & fees
9 July - 10 July
Greenleaf Inn - Mary's Room! First Floor King Suite, w/ Balcony, Harbor Views!

Greenleaf Inn Room 6 | Private Entry, Balcony, and Harbor Views

10.0 out of 10, Exceptional, (3)
"Greenleaf Inn was a great place to stay. Staff was friendly and checked on needs of the people staying. We had room 6 which had a good view of the harbor. It overlooked Tugboat Restaurant and was a short walk to the stores downtown and the harbor. Food was delicious anywhere we went. Recommended.Thanks"
The price is NZ$626
includes taxes & fees
22 July - 23 July
Greenleaf Inn Room 6 | Private Entry, Balcony, and Harbor Views

Greenleaf Inn Penthouse King w/ Panoramic Ocean views off Rooftop Deck

10.0 out of 10, Exceptional, (2)
"Great room. Friendly staff. Ocean views. Had a fantastic weekend!"
The price is NZ$742
includes taxes & fees
28 July - 29 July
Greenleaf Inn Penthouse King w/ Panoramic Ocean views off Rooftop Deck

Greenleaf Inn Room 2: Cozy King Room With Harbor Views

The price is NZ$500
includes taxes & fees
9 July - 10 July
Greenleaf Inn Room 2: Cozy King Room With Harbor Views

Room 14 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

10.0 out of 10, Exceptional, (2)
"Great location. Very nice room. Jersey (manager) was very helpful. "
The price is NZ$657
includes taxes & fees
13 July - 14 July
Room 14 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio

10.0 out of 10, Exceptional, (1)
"The location of the property was awesome, with beautiful Harbor views. The room we stayed in was very clean and a very comfortable size with once again great views. The amenities on the property were much better than we've experienced elsewhere. Kitchen/ eating area and the solarium were large and well stocked.As per most of the reviews you cant leave out "Jersey", who checks you in and runs the place basically. Super nice guy and very accommodating. Great sense of humor and makes everyone feel...
The price is NZ$624
includes taxes & fees
9 July - 10 July
Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio

Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

10.0 out of 10, Exceptional, (2)
"We loved this property. The views from the premium suites were unbelievable. Property also has shared space that includes a well-stocked, full kitchen (with breakfast food and coffee/nespresso provided), sun room, and outdoor patio. We would definitely stay here again."
The price is NZ$624
includes taxes & fees
10 July - 11 July
Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

10.0 out of 10, Exceptional, (3)
"We loved being in the heart of the bay. Jersey was a fabulous host who served me a delicious breakfast in the solarium overlooking the bay. The full kitchen with snacks on hand was nice. We enjoyed relaxing at the end of the day by the fire pit. We're so glad that we found this gem in Boothbay Harbor. "
The price is NZ$573
includes taxes & fees
15 July - 16 July
Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

Admiral's Quarters Jersey's Room - Garden Level w/ Gas Stove & Stunning Harbor Views

10.0 out of 10, Exceptional, (1)
"The greenleaf/admirals quarters was fantasic! John, was an unbelievable host. He made sure to give us a tour of the whole property, as well as made us feel welcome with an abundance of complementary items to include food and drink, as well as a bonfire at dusk with s’mores. All around fantastic experience. The room was extremely clean and comfortable and the whole place seems to have had brand new renovation. 100% recommend."
The price is NZ$581
includes taxes & fees
14 July - 15 July
Admiral's Quarters Jersey's Room - Garden Level w/ Gas Stove & Stunning Harbor Views

Admiral's Quarter Room 10 - Accessible 2 Room King Suite w/ Bedroom and study

The price is NZ$567
includes taxes & fees
10 July - 11 July
Admiral's Quarter Room 10 - Accessible 2 Room King Suite w/ Bedroom and study

2-Story Harbor View Suite King and Queen w/ 3 Balconies | Admiral's Quarters Inn Room 12

9.2 out of 10, Wonderful, (7)
"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 NZ$724
includes taxes & fees
20 July - 21 July
2-Story Harbor View Suite King and Queen w/ 3 Balconies | Admiral's Quarters Inn Room 12
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 a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and an electric kettle.

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 Maine State Aquarium, 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.