Round Pond Vacation Rentals from ￥27,703: Search Short-Term Rentals

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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

Boothbay

Cassie M.

￥30,945 total

includes taxes & fees

Sep 27 - Sep 28

A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

2. Spacious 1 Bedroom Cottage Close to Everything 5

Edgecomb

Theresa

￥38,442 total

includes taxes & fees

Sep 29 - Sep 30

A bedroom with a bed, a bedside table, and a window with curtains.

3. Peaceful Intown Studio ~ Walk to Shops & Dining

Newcastle

Brian

￥28,287 total

includes taxes & fees

Sep 28 - Sep 29

A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

4. Cheerful Cottage with Loft 9

Edgecomb

Daniel B.

￥38,095 total

includes taxes & fees

Sep 29 - Sep 30

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

5. Tiny Cottage Near Everything 10

Edgecomb

Elaine

￥34,358 total

includes taxes & fees

Sep 28 - Sep 29

A fenced garden area with a wooden gate, surrounded by greenery and trees.

6. Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Boothbay

Audreyana P.

￥31,716 total

includes taxes & fees

Sep 27 - Sep 28

A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

7. A Spacious Vacation Cottage in Sheepscot Harbour

Edgecomb

Julie D.

￥45,105 total

includes taxes & fees

Sep 27 - Sep 28

A modern kitchen with a central island, bar stools, and a dining area with a view of trees.

8. Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

East Boothbay

Elaine G.

￥81,277 total

includes taxes & fees

Sep 27 - Sep 28

A small cabin with a wooden deck, surrounded by trees in a wooded area.

9. Spacious 1 Bedroom Cottage Close to Everything 3

Edgecomb

Bruce O.

￥42,371 total

includes taxes & fees

Oct 27 - Oct 28

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

Waldoboro

￥28,801 total

includes taxes & fees

Oct 3 - Oct 4

A treehouse with a wooden staircase and a small building with a colorful mural.

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

Bath

Esther

￥27,703 total

includes taxes & fees

Sep 27 - Sep 28

12. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Boothbay

Joseph B.

￥35,144 total

includes taxes & fees

Oct 4 - Oct 5

A beach with people relaxing under umbrellas, a wooden fence in the foreground, and a forested area in the background.

13. Pemaquid Escape | Curated Comfort + Hot Tub

Walpole

￥120,723 total

includes taxes & fees

Sep 30 - Oct 1

A wooden staircase leading to a stone entrance of a building surrounded by trees.

14. Fully Renovated "Saltbox" Home in Boothbay

Boothbay

￥82,539 total

includes taxes & fees

Sep 28 - Sep 29

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

Edgecomb

Christine M.

￥40,485 total

includes taxes & fees

Oct 27 - Oct 28

16. Renovated The Driftwood Cabin at White Anchor Inn

Boothbay

"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."

Abra H.

￥39,430 total

includes taxes & fees

Oct 6 - Oct 7

A wooden deck with two blue Adirondack chairs, surrounded by white flowers and trees.

17. Luxury Yurt at Seaside Farm in Friendship

Friendship

￥95,930 total

includes taxes & fees

Sep 27 - Sep 28

A bedroom with a large bed, a desk with two red chairs, a window with blinds, and a nightstand with a lamp.

18. Cheerful Cottage Close to Everything 12

Edgecomb

Lynn R.

￥34,314 total

includes taxes & fees

Oct 26 - Oct 27

A deck with a table and chairs, overlooking a wooded area with trees and a house in the background.

19. Happy Cottage Near Everything 11

Edgecomb

George

￥31,877 total

includes taxes & fees

Oct 12 - Oct 13

A wooden deck with a view of a lake and trees.

20. 1920s Riverfront Cottage – Historic Maine Charm

Edgecomb

Sam D.

￥57,918 total

includes taxes & fees

Sep 28 - Sep 29

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Top Round Pond Hotel Reviews

Mid-Town Motel

8/10 Good

"The property is quaint and charming, and the room was pleasant and clean. The location and walkability to town is great. My only disappointment was that there was no coffeemaker in the room (pods were provided, but no idea where to use..?) and no mini-fridge. These have become such standards for motels/hotels, I didn’t even think to ask. But we couldn’t stow the food from our cooler or refreeze our ice packs, and no morning coffee!"

Cod Cove Inn, BW Signature Collection

10/10 Excellent

"Although the decor is older, it was very clean and the room was large. The bed was comfortable. The breakfast included hard boiled eggs, bagels, toast, waffles, biscuits and gravy, fruit, orange and apple juice, coffee and tea. It is located about 5-10 minutes from nice dining and shops. There is a pool, which I believe was heated, but we didn't use it. Check in and out was easy and there was plenty of parking."

Tugboat Inn

10/10 Excellent

"The Inn is in a great location right on the harbor and right in town. Easily walk to all stores and restaurants. Room was clean, decent size and added bonus had a nice balcony overlooking the harbor. The staff was amazingly accommodating when we asked for a late checkout so my husband could go on a morning fishing charter. We would highly recommend staying here. Also they have several restaurants - one which is actually a tugboat and the food was amazing!!!"

Greenleaf Inn

10/10 Excellent

"This gem of an inn is exactly what you want when traveling. They are doing everything right! The accommodations were roomy and comfortable. Really nice common area for meeting other guest and relaxing. Kitchen with plenty of options for breakfast or and afternoon snack. And the view was spectacular! We would absolutely return."

Fishermans Wharf Inn

8/10 Good

"My wife and I first stayed here in the 80's. For a while, we came once a year. We hadn't been for about 12 years, so we decided to go back to Boothbay to see what changed. The town is still beautiful, but it did have a little different feel to it from when we first started going. The hotel is in a great location, in the center of town, overlooking the harbor. It is now owned by The Lafayette Hotel Group. The full service restaurant that they used to have is now more of a bar/lounge, where you order food(limited) at the bar. The people were nice and the food was decent, though. We do miss being able to have breakfast in the morning. If you have never been to Boothbay, we still recommend going, and The Fisherman's Wharf is a great hotel. It is more of a sign of the times that places have to cut costs, in order to survive. I am sure Covid also has a lot to do with the changes."

Find out more about Round Pond

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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?

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE: This vacation home rental outside Round Pond is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

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 Maine State Prison Store, 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.

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Check prices for these dates

Our top choices for Round Pond vacation rentals

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

2. Spacious 1 Bedroom Cottage Close to Everything 5

3. Peaceful Intown Studio ~ Walk to Shops & Dining

4. Cheerful Cottage with Loft 9

5. Tiny Cottage Near Everything 10

6. Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

7. A Spacious Vacation Cottage in Sheepscot Harbour

8. Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

9. Spacious 1 Bedroom Cottage Close to Everything 3

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

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

12. Newly Renovated Cozy Cove Cabin at White Anchor Inn

13. Pemaquid Escape | Curated Comfort + Hot Tub

14. Fully Renovated "Saltbox" Home in Boothbay

15. Spacious 1 Bedroom Close to Everything 4

16. Renovated The Driftwood Cabin at White Anchor Inn

17. Luxury Yurt at Seaside Farm in Friendship

18. Cheerful Cottage Close to Everything 12

19. Happy Cottage Near Everything 11

20. 1920s Riverfront Cottage – Historic Maine Charm

Find vacation rentals that suit your style

Top Round Pond Hotel Reviews

Mid-Town Motel

Cod Cove Inn, BW Signature Collection

Tugboat Inn

Ocean Gate Inn

Greenleaf Inn

Flagship Inn and Suites

Linekin Bay Resort

Fishermans Wharf Inn

Topside Inn

Find out more about Round Pond

Frequently asked questions

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