A calm harbor at sunset with boats docked, a wooden pier, and a clear sky.

Round Pond Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Round Pond vacation rentals

A wooden deck with a glass door leading to a room.

1. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
9.0 out of 10, Wonderful, (6 reviews)
"Great location awesome place to take it easy for a few"
United States
Gene
$205 nightly
The price is $207
Oct 26 - Oct 27
Total with taxes and fees
Tiny Cottage Near Everything 10
A bedroom with a large bed, a desk with two red chairs, a window with blinds, and a nightstand with a lamp.

2. Cheerful Cottage Close to Everything 12

Cheerful Cottage Close to Everything 12
Edgecomb
9.4 out of 10, Exceptional, (19 reviews)
"Cute place and very clean will definitely stay again "
United States
Tom C.
$201 nightly
The price is $211
Oct 27 - Oct 28
Total with taxes and fees
Cheerful Cottage Close to Everything 12
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

3. 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.
$214 nightly
The price is $225
Oct 27 - Oct 28
Total with taxes and fees
Cheerful Cottage with Loft 9
A bedroom with a bed, a bedside table, and a window with curtains.

4. 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
$166 nightly
The price is $181
Oct 27 - Oct 28
Total with taxes and fees
Peaceful Intown Studio ~ Walk to Shops & Dining
A small cabin with a wooden deck, surrounded by trees in a wooded area.

5. 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.
$246 nightly
The price is $260
Oct 27 - Oct 28
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 3
A cozy living room with a sofa, a small table, and a view of a backyard through large windows.

6. Spacious 1 Bedroom Cottage Close to Everything 2

Spacious 1 Bedroom Cottage Close to Everything 2
Edgecomb
9.4 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay. The cottage had everything that we needed. The cottage was clean and well stocked with the essentials for our visit. Thank you for a nice stay."
United States
Terrence F.
$230 nightly
The price is $242
Oct 28 - Oct 29
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 2
A deck with a table and chairs, overlooking a wooded area with trees and a house in the background.

7. 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
$181 nightly
The price is $183
Oct 26 - Oct 27
Total with taxes and fees
Happy Cottage Near Everything 11
A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

8. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
$213 nightly
The price is $224
Nov 9 - Nov 10
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 5
A kitchen with wooden ceiling, a bar area with two chairs, a red appliance, and a view of the outdoors.

9. Spacious 1 Bedroom Close to Everything 4

Spacious 1 Bedroom Close to Everything 4
Edgecomb
9.8 out of 10, Exceptional, (26 reviews)
"This was a lovely little cabin. Everything was as described and my husband and I really enjoyed our stay."
Canada
Christine M.
$230 nightly
The price is $242
Oct 27 - Oct 28
Total with taxes and fees
Spacious 1 Bedroom Close to Everything 4
A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

10. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (71 reviews)
"Great place and great restaurants."
United States
Julie D.
$291 nightly
The price is $317
Oct 26 - Oct 27
Total with taxes and fees
A Spacious Vacation Cottage in Sheepscot Harbour
A cozy bedroom with a wooden ceiling, a large bed with a blue blanket, a desk with a chair, and a window with curtains.

11. 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
$209 nightly
The price is $219
Oct 27 - Oct 28
Total with taxes and fees
Cheerful Cottage with Loft Close to Everything 6
Two Adirondack chairs facing a body of water with a bridge in the background.

12. 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.
$314 nightly
The price is $343
Oct 28 - Oct 29
Total with taxes and fees
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

13. Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (37 reviews)
"This was such a super cute place. Great little get away. Very clean! I would definitely recommend this place if you are in the area!"
United States
Beth
$139 nightly
The price is $152
Oct 26 - Oct 27
Total with taxes and fees
Simplicity-Just what you need! STR24-20
Outdoor dining

14. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
Waldoboro
$166 nightly
The price is $181
Oct 26 - Oct 27
Total with taxes and fees
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

15. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
6.4 out of 10, (5 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.
$240 nightly
The price is $262
Nov 1 - Nov 2
Total with taxes and fees
Renovated The Driftwood Cabin at White Anchor Inn
A spacious living room with a beige sectional sofa, a round coffee table, and a teal armchair. Large windows with white curtains allow natural light to fill the room.

16. Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
$634 nightly
The price is $691
Oct 26 - Oct 27
Total with taxes and fees
Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
A narrow hallway with a window on the right, leading to a room with a visible door.

17. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (13 reviews)
"Great location! We spent very little time in the room, but it was a great place to come back and crash! "
United States
Kristina M.
$203 nightly
The price is $221
Oct 26 - Oct 27
Total with taxes and fees
Modern style in historic building in downtown Bath
A treehouse with a wooden staircase and a small building with a colorful mural.

18. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
$163 nightly
The price is $177
Oct 26 - Oct 27
Total with taxes and fees
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A wooden staircase with a wooden railing, surrounded by green foliage.

19. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Heat set to 70F

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Heat set to 70F
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
$175 nightly
The price is $190
Oct 26 - Oct 27
Total with taxes and fees
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Heat set to 70F
A wooden deck with Adirondack chairs and a grill.

20. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (16 reviews)
"This place was nice and clean. The only thing was the service was spotty and WiFi was slow. Overall, great place and great location."
United States
Alexis H.
$223 nightly
The price is $243
Oct 26 - Oct 27
Total with taxes and fees
Bright 2-Bedroom Apartment Near Downtown Thomaston
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

Tugboat Inn

Tugboat Inn

10/10 Excellent
"Beautiful sunrise view, clean room and wonderful staff!"
Valerie 1-night trip
Posted 3 hours ago
Tugboat Inn

Find out more about Round Pond

Everything you need to know about Round Pond vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Round Pond vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Round Pond vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Round Pond vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Round Pond. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Round Pond in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Round Pond rentals

At Expedia, we put the best Round Pond vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Round Pond rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Round Pond vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Round Pond. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Perfect stopover, getaway, base to explore the area, or to simply stay in town. : This vacation home rental outside of Round Pond offers a selection of books and WiFi to help you feel comfortable in your new surroundings. Kitchen amenities include an electric kettle to make your meal-planning easier.

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.