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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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.
$150 nightly
The price is $163
Aug 12 - Aug 13
Total with taxes and fees
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, (11 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
$263 nightly
The price is $278
Aug 18 - Aug 19
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 5
Outdoor dining

3. 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
$236 nightly
The price is $239
Sep 8 - Sep 9
Total with taxes and fees
Tiny Cottage Near Everything 10
2 bedrooms, iron/ironing board, bed sheets

4. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (4 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
$256 nightly
The price is $270
Sep 8 - Sep 9
Total with taxes and fees
Cheerful Cottage with Loft 9
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.
$189 nightly
The price is $206
Sep 1 - Sep 2
Total with taxes and fees
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.
$289 nightly
The price is $306
Sep 8 - Sep 9
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 3
Coffee/tea maker, fridge, microwave, oven

7. 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
$533 nightly
The price is $581
Sep 5 - Sep 6
Total with taxes and fees
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
Smart TV, DVD player, books, video library

8. 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.
$268 nightly
The price is $292
Aug 17 - Aug 18
Total with taxes and fees
A Spacious Vacation Cottage in Sheepscot Harbour
Dining

9. Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
8.8 out of 10, Excellent, (5 reviews)
"Location was perfect and Lynn was so helpful. We’d definitely stay here again!"
United States
Caycee A.
$190 nightly
The price is $207
Aug 27 - Aug 28
Total with taxes and fees
Peaceful Intown Studio ~ Walk to Shops & Dining
Terrace/patio

10. 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.
$222 nightly
The price is $242
Aug 18 - Aug 19
Total with taxes and fees
Renovated The Driftwood Cabin at White Anchor Inn
Terrace/patio

11. 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.
$205 nightly
The price is $223
Aug 18 - Aug 19
Total with taxes and fees
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Property grounds

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, (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.
$372 nightly
The price is $405
Aug 13 - Aug 14
Total with taxes and fees
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
House (3 Bedrooms) | Front of property

13. 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
$450 nightly
The price is $491
Aug 14 - Aug 15
Total with taxes and fees
Near Lakes, Bay & Trails! Historic Waldoboro Gem
Coffee/tea maker, fridge, microwave, oven

14. 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.
$563 nightly
The price is $613
Aug 16 - Aug 17
Total with taxes and fees
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
Outdoor dining

15. 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
$237 nightly
The price is $240
Aug 19 - Aug 20
Total with taxes and fees
Happy Cottage Near Everything 11
Terrace/patio

16. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
$679 nightly
The price is $740
Sep 8 - Sep 9
Total with taxes and fees
Luxury Yurt at Seaside Farm in Friendship
Coffee/tea maker, fridge, microwave, stovetop

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

Near Lakes, Bay & Trails! Historic Waldoboro Gem
Waldoboro
9.8 out of 10, Exceptional, (27 reviews)
"It was a wonderful stay at this home. The home was incredibly clean, the beds were very comfortable and had great bedding on them. It was a great location to all the nearby places we wanted to go to. Loved the historic charm. We would love to come and stay again!"
United States
Tina S.
$461 nightly
The price is $502
Aug 14 - Aug 15
Total with taxes and fees
Near Lakes, Bay & Trails! Historic Waldoboro Gem
Property grounds

18. Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
$726 nightly
The price is $791
Aug 15 - Aug 16
Total with taxes and fees
Fully Renovated "Saltbox" Home in Boothbay
Property grounds

19. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed the place, great location. "
United States
Erik P.
$333 nightly
The price is $363
Aug 17 - Aug 18
Total with taxes and fees
Boothbay Harbor, 2-Story Cottage, downtown
Interior

20. 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.
$281 nightly
The price is $298
Sep 8 - Sep 9
Total with taxes and fees
Spacious 1 Bedroom Close to Everything 4
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

Flagship Inn and Suites

Flagship Inn and Suites

8/10 Good
"I stayed for two nights. The room was clean and the staff were all very nice. Parking was good, right in front of my room. They had a buffet style free breakfast which was also very good. I would recommend staying here."
Tammy Osgood 2-night trip
Posted less than an hour ago
Flagship Inn and Suites

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 $163 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?

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.