Round Pond Vacation Rentals

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In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Round Pond

Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock
Property grounds

Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

10.0 out of 10, Exceptional, (78)
"Very pleased with the house, the location, everything!"
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock
Enjoyable 1-bedroom rustic cottage in Southport.
Terrace/patio

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (16)
"Lovely location, quiet, serene, and the cottage is totally cute and comfortable. "
Enjoyable 1-bedroom rustic cottage in Southport.
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Property grounds

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

9.8 out of 10, Exceptional, (35)
"This a gem of a place. Quiet, cozy spots, beautiful proximity to the lake. We really enjoyed our night, and were sorry we did not have a longer stay."
The price is ￥21,994
￥45,855 total
includes taxes & fees
Oct 16 - Oct 17
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Captain's Guest Room w/private bath & house entrance. Walk to everything.
Property grounds

Captain's Guest Room w/private bath & house entrance. Walk to everything.

8.2 out of 10, Very Good, (17)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is ￥11,218
￥21,881 total
includes taxes & fees
Oct 1 - Oct 2
Captain's Guest Room w/private bath & house entrance. Walk to everything.
Make Shimmering River Retreat your Maine Coastal getaway!
Fridge, microwave, oven, stovetop

Make Shimmering River Retreat your Maine Coastal getaway!

9.6 out of 10, Exceptional, (38)
"It was a very nice place for a family vacation. There was plenty of room for all of us (10).Yard and inside games provided along with kayaks for the river and a pool."
Make Shimmering River Retreat your Maine Coastal getaway!
Oceanfront Cabin-Castle in Maine Woods
Interior

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (34)
"Place was amazing with an incredible view and fun layout. "
Oceanfront Cabin-Castle in Maine Woods
Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly
Fridge, microwave, oven, stovetop

Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly

9.2 out of 10, Wonderful, (60)
"The house was the perfect size for my family of 7 adults. We enjoyed the short walk to downtown Boothbay too."
Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Fridge, microwave, oven, stovetop

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

10.0 out of 10, Exceptional, (16)
"Very clean and cozy. Thoughtful extras like extra propane tank for grill and many cooking utensils and pans. Air very fresh in the house."
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm
Fridge, microwave, oven, stovetop

Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm

2.0 star property
8.8 out of 10, Excellent, (11)
"The home is on a beautiful, private piece of land right on the St. George River estuary. The views are absolutely stunning and there is a short path right to the water and rocks. It was a perfect spot for two couples to relax and convenient to explore the midcoast region."
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

9.6 out of 10, Exceptional, (78)
"Great stay, wonderful location"
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
Exterior

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

10.0 out of 10, Exceptional, (107)
"Beautiful location, house is stunning - wish we had time to stay longer!"
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Interior

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

10.0 out of 10, Exceptional, (52)
"This cozy cottage is in the beautiful town of Phippsburg, next to the break-taking beach of Popham State Park. With its site on the ocean shore, the sound of waves soothes your soul, and the beach lends all kinds of opportunities for exploring both at low tide and high tide. Our host and hostess were very responsive to our needs, and my daughter and I greatly enjoyed out stay."
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Captain's Quarters 2BR Apartment. Walk to Everything!
Property grounds

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

8.6 out of 10, Excellent, (7)
"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 ￥25,094
￥37,971 total
includes taxes & fees
Oct 1 - Oct 2
Captain's Quarters 2BR Apartment. Walk to Everything!
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop

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

9.2 out of 10, Wonderful, (93)
"Fantastic coastal cottage feel! Beautiful view of the the bay. Updated bathrooms and kitchen. Perfect location to walk to center of Boothbay harbor shops and restaurants. My only suggestion...replace any bad window shades with working ones..andCheck all ac unit filters.maybe consider updating the upstairs ac units.We had an amazing time."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Shipwright @ The Offshore House
Smart TV

Shipwright @ The Offshore House

9.4 out of 10, Exceptional, (13)
"Luv the area and the room location was great A few steps from Bets fish and chips short drive into town "
The price is ￥27,123
￥49,124 total
includes taxes & fees
Oct 1 - Oct 2
Shipwright @ The Offshore House
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (31)
"We enjoyed our stay in Boothbay Harbor. The location is scenic. A very short drive from the downtown/tourist area. There is a nearby park and view of the water from the balcony. You do have to climb stairs up to the apartment so anyone with mobility issues should know that."
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.
Interior

Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

10.0 out of 10, Exceptional, (96)
"Beautiful home and scenery, hosts were communicative. "
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.
Comfortable, Close to Town Home, with Oceanview.
Interior

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (81)
"We had a great stay while in town for a family event. We were ecstatic to be able to take our family dog with us on the trip. The view from the back deck was incredible and close to many local parks for hiking."
The price is ￥27,252
￥54,178 total
includes taxes & fees
Oct 7 - Oct 8
Comfortable, Close to Town Home, with Oceanview.
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Terrace/patio

Newly Renovated Cozy Cove Cabin at White Anchor Inn

7.6 out of 10, Good, (4)
"As advertised, comfy bed cozy cabin. Would stay again "
The price is ￥22,880
￥34,110 total
includes taxes & fees
Oct 1 - Oct 2
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland
Exterior detail

Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland

9.6 out of 10, Exceptional, (90)
"We enjoyed our stay very much. The view was perfect and we really enjoyed sitting on the porch."
Quiet Ocean Front Cottage With Stunning Views & Private Beach Close To Rockland
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 Round Pond Hotel Reviews

Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages

10/10 Excellent
"Loved the view from the room! We could watch the tide come in and out and could view the fort. The dining was delicious. The manager was very accommodating with our late arrival. I enjoyed that it was quiet and one could take a walk. "
Laurie 2-night trip
Posted 10 hours ago
Spinneys Guesthouse & Beach Cottages

Find out more about Round Pond

Find out more about Round Pond

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

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Frequently asked questions

Can I find a vacation rental in Round Pond?

Yes, we offer vacation rentals near top points of interest in Round Pond, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Round Pond has to offer?

Boothbay Harbor Maine, Beautiful private Apartment : This vacation home rental outside of Round Pond is located by the ocean and has a balcony, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave.

How many vacation rentals are there in Round Pond?

With 11 Expedia vacation rentals, you're sure to find just the right place for your Round Pond stay.

What’s there to see and do in Round Pond?

While exploring the area, visit family-friendly sights like Boothbay Railway Village, or get outside and enjoy nature at La Verna Preserve. Pemaquid Beach Park and Pemaquid Point Lighthouse Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Round Pond like?

Vacation rentals are private properties where you can stay for a couple of days or more in Round Pond. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.