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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Round Pond vacation rentals

A patio with a round glass table and two chairs, overlooking a grassy area with trees.

1. Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.8 out of 10, Good, (15 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is AED 479
AED 735 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
A wooden deck with a glass door leading to a room.

2. 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
The price is AED 327
AED 784 total
includes taxes & fees
5 Oct - 6 Oct
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.

3. Cheerful Cottage Close to Everything 12

Cheerful Cottage Close to Everything 12
Edgecomb
9.4 out of 10, Exceptional, (18 reviews)
"Cute place and very clean will definitely stay again "
United States
Tom C.
The price is AED 338
AED 825 total
includes taxes & fees
26 Oct - 27 Oct
Cheerful Cottage Close to Everything 12
A fenced garden area with a wooden gate, surrounded by greenery and trees.

4. 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 AED 496
AED 757 total
includes taxes & fees
4 Oct - 5 Oct
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

5. 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 AED 371
AED 865 total
includes taxes & fees
5 Oct - 6 Oct
Cheerful Cottage with Loft 9
A bedroom with a bed, a bedside table, and a window with curtains.

6. Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
9.0 out of 10, Wonderful, (11 reviews)
"Great location, excellent accommodations, perfect for our weekend adventure."
United States
Brian
The price is AED 533
AED 665 total
includes taxes & fees
8 Oct - 9 Oct
Peaceful Intown Studio ~ Walk to Shops & Dining
A small cabin with a wooden deck, surrounded by trees in a wooded area.

7. 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 AED 496
AED 1,022 total
includes taxes & fees
3 Nov - 4 Nov
Spacious 1 Bedroom Cottage Close to Everything 3
Two Adirondack chairs facing a body of water with a bridge in the background.

8. 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, (89 reviews)
"Lovely cottage with a great view."
United States
Ann M.
The price is AED 547
AED 1,141 total
includes taxes & fees
26 Oct - 27 Oct
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

9. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (70 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is AED 547
AED 1,133 total
includes taxes & fees
25 Oct - 26 Oct
A Spacious Vacation Cottage in Sheepscot Harbour
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

10. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very good, (10 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is AED 569
AED 849 total
includes taxes & fees
9 Oct - 10 Oct
Newly Renovated Cozy Cove Cabin at White Anchor Inn
A cozy living room with a sofa, a small table, and a view of a backyard through large windows.

11. 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)
"Easy to find, very near the highway. Entry code sent promptly to access the property. Cottage was cozy and welcoming. Nicely thought out outdoor areas. Would highly recommend."
United States
jillian s.
The price is AED 419
AED 925 total
includes taxes & fees
3 Nov - 4 Nov
Spacious 1 Bedroom Cottage Close to Everything 2
A bedroom with a bed, two bedside tables, a desk with a chair, and windows with blinds.

12. Cheerful Cottage Close to Everything 13

Cheerful Cottage Close to Everything 13
Edgecomb
9.2 out of 10, Wonderful, (18 reviews)
"Clean, close to everything, great communication from the host, cozy!"
United States
Crystal B.
The price is AED 400
AED 901 total
includes taxes & fees
4 Oct - 5 Oct
Cheerful Cottage Close to Everything 13
A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

13. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is AED 437
AED 949 total
includes taxes & fees
4 Oct - 5 Oct
Spacious 1 Bedroom Cottage Close to Everything 5
A deck with a table and chairs, overlooking a wooded area with trees and a house in the background.

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 AED 272
AED 717 total
includes taxes & fees
3 Nov - 4 Nov
Happy Cottage Near Everything 11
A kitchen with wooden ceiling, a bar area with two chairs, a red appliance, and a view of the outdoors.

15. Spacious 1 Bedroom Close to Everything 4

Spacious 1 Bedroom Close to Everything 4
Edgecomb
9.8 out of 10, Exceptional, (25 reviews)
"This was a lovely little cabin. Everything was as described and my husband and I really enjoyed our stay."
Canada
Christine M.
The price is AED 448
AED 961 total
includes taxes & fees
3 Nov - 4 Nov
Spacious 1 Bedroom Close to Everything 4
Outdoor dining

16. 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
The price is AED 533
AED 665 total
includes taxes & fees
3 Nov - 4 Nov
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

17. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (31 reviews)
"Location, location, location! We stayed for 4 days and didn't have to drive ONCE. David was easy to communicate with and very helpful. House was clean and comfortable. Would definitely stay again!"
United States
Justin T.
The price is AED 668
AED 1,345 total
includes taxes & fees
19 Oct - 20 Oct
Boothbay Harbor, 2-Story Cottage, downtown
A modern kitchen with a central island, bar stools, and a dining area with a view of trees.

18. 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, (63 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 AED 889
AED 2,022 total
includes taxes & fees
4 Oct - 5 Oct
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
A cozy bedroom with a wooden ceiling, a large bed with a blue blanket, a desk with a chair, and a window with curtains.

19. 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 AED 378
AED 877 total
includes taxes & fees
6 Oct - 7 Oct
Cheerful Cottage with Loft Close to Everything 6
A wooden deck with two blue Adirondack chairs, surrounded by white flowers and trees.

20. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
Luxury Yurt at Seaside Farm in Friendship
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

Topside Inn

Topside Inn

10/10 Excellent
"Excellent property. Great location"
Allen 2-night trip
Posted 4 hours ago
Topside Inn

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.