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
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Round Pond vacation rentals

Terrace/patio

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, (10 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is AED 493
AED 753 total
includes taxes & fees
18 Aug - 19 Aug
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Coffee/tea maker, fridge, microwave, stovetop

2. 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 AED 481
AED 1,006 total
includes taxes & fees
19 Aug - 20 Aug
Spacious 1 Bedroom Cottage Close to Everything 5
2 bedrooms, iron/ironing board, bed sheets

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.
The price is AED 470
AED 989 total
includes taxes & fees
18 Aug - 19 Aug
Cheerful Cottage with Loft 9
Outdoor dining

4. 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 334
AED 787 total
includes taxes & fees
15 Sep - 16 Sep
Happy Cottage Near Everything 11
Property grounds

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 AED 459
AED 709 total
includes taxes & fees
18 Aug - 19 Aug
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Exterior

6. Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.8 out of 10, Exceptional, (17 reviews)
"Great central location"
United States
Bruce O.
The price is AED 595
AED 1,146 total
includes taxes & fees
14 Sep - 15 Sep
Spacious 1 Bedroom Cottage Close to Everything 3
Smart TV, DVD player, books, video library

7. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (67 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is AED 547
AED 1,141 total
includes taxes & fees
2 Sep - 3 Sep
A Spacious Vacation Cottage in Sheepscot Harbour
Dining

8. Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
9.0 out of 10, Wonderful, (8 reviews)
"Location was perfect and Lynn was so helpful. We’d definitely stay here again!"
United States
Caycee A.
The price is AED 635
AED 789 total
includes taxes & fees
1 Sep - 2 Sep
Peaceful Intown Studio ~ Walk to Shops & Dining
Terrace/patio

9. 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, (8 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
30 Aug - 31 Aug
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Coffee/tea maker, fridge, microwave, oven

10. 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, (32 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 AED 1,010
AED 2,174 total
includes taxes & fees
5 Sep - 6 Sep
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
Property grounds

11. 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, (86 reviews)
"The cottage was perfect for our stay. The location is great for visiting all the sights, shopping, and dining in the area. But, we could have just stayed at the cottage, relaxed, and Bern perfectly happy. "
United States
Ann M.
The price is AED 526
AED 1,109 total
includes taxes & fees
15 Sep - 16 Sep
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
Terrace/patio

12. 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 AED 584
AED 889 total
includes taxes & fees
24 Aug - 25 Aug
Renovated The Driftwood Cabin at White Anchor Inn
Coffee/tea maker, fridge, microwave, oven

13. 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, (56 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is AED 1,074
AED 2,252 total
includes taxes & fees
20 Aug - 21 Aug
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
Outdoor dining

14. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
8.0 out of 10, Very Good, (3 reviews)
"We recently stayed at the Tiny Cottage in Edgecomb, Maine, and truly enjoyed our visit. Except for a small initial issue, which was promptly and professionally addressed, everything was wonderful. The location is perfect for exploring the area, and the cottage itself was spotless, comfortable, and well-maintained. A lovely and relaxing getaway spot!"
United States
Elaine
The price is AED 404
AED 865 total
includes taxes & fees
15 Sep - 16 Sep
Tiny Cottage Near Everything 10
Property grounds

15. Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
The price is AED 1,333
AED 2,826 total
includes taxes & fees
20 Aug - 21 Aug
Fully Renovated "Saltbox" Home in Boothbay
House (3 Bedrooms) | Front of property

16. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
3.0 star property
Waldoboro
10.0 out of 10, Exceptional, (2 reviews)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
United States
Deborah
The price is AED 665
AED 1,802 total
includes taxes & fees
9 Sep - 10 Sep
Near Lakes, Bay & Trails! Historic Waldoboro Gem
1 bedroom, iron/ironing board, bed sheets

17. Cheerful Cottage Close to Everything 12

Cheerful Cottage Close to Everything 12
Edgecomb
9.2 out of 10, Wonderful, (17 reviews)
"Great experience, great location! Would highly recommend."
United States
Lynn R.
The price is AED 452
AED 961 total
includes taxes & fees
15 Sep - 16 Sep
Cheerful Cottage Close to Everything 12
Interior

18. Spacious 1 Bedroom Close to Everything 4

Spacious 1 Bedroom Close to Everything 4
Edgecomb
9.8 out of 10, Exceptional, (24 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 547
AED 1,086 total
includes taxes & fees
14 Sep - 15 Sep
Spacious 1 Bedroom Close to Everything 4
2 bedrooms, iron/ironing board, internet, bed sheets

19. Cheerful Cottage with Loft Close to Everything 6

Cheerful Cottage with Loft Close to Everything 6
Edgecomb
9.2 out of 10, Wonderful, (10 reviews)
"It was so adorable!! Decorated beautifully and very clean- enjoyed it very much!! Hosts were fantastic and so easy to communicate with!!"
United States
Jackie A.
The price is AED 507
AED 1,034 total
includes taxes & fees
14 Sep - 15 Sep
Cheerful Cottage with Loft Close to Everything 6
Terrace/patio

20. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is AED 1,109
AED 2,678 total
includes taxes & fees
9 Sep - 10 Sep
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

Smuggler's Cove Inn

Smuggler's Cove Inn

10/10 Excellent
"Everyone was so helpful. The rooms are great. We love the restaurant, especially when there is live music and dancing"
THERESA 2-night trip
Posted 9 hours ago
Smuggler's Cove 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?

Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees. : This vacation home rental outside of Round Pond offers a patio, a garden, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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.