Round Pond Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Round Pond holiday rentals

A small house with a porch, two chairs, and a picnic table.

1. Across the road from Pemaquid Beach: a wooded king-bed cabin for couples

Across the road from Pemaquid Beach: a wooded king-bed cabin for couples
Pemaquid Beach
10.0 out of 10, Exceptional, (22 reviews)
"The cabin was perfect; the location even better, and the hosts were everything you could wish for."
United States
Mia
The price is NZ$501
includes taxes & fees
7 Dec - 8 Dec
Across the road from Pemaquid Beach: a wooded king-bed cabin for couples
A bedroom with a bed, a bedside table, and a window with curtains.

2. 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
The price is NZ$309
includes taxes & fees
10 Nov - 11 Nov
Peaceful Intown Studio ~ Walk to Shops & Dining
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.
The price is NZ$350
includes taxes & fees
9 Nov - 10 Nov
Cheerful Cottage with Loft 9
A kitchen with wooden ceiling, a bar area with two chairs, a red appliance, and a view of the outdoors.

4. Spacious 1 Bedroom Close to Everything 4

Spacious 1 Bedroom Close to Everything 4
Edgecomb
9.6 out of 10, Exceptional, (27 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 NZ$386
includes taxes & fees
10 Nov - 11 Nov
Spacious 1 Bedroom Close to Everything 4
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.
The price is NZ$405
includes taxes & fees
9 Nov - 10 Nov
Spacious 1 Bedroom Cottage Close to Everything 3
A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

6. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (72 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is NZ$513
includes taxes & fees
9 Nov - 10 Nov
A Spacious Vacation Cottage in Sheepscot Harbour
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
The price is NZ$300
includes taxes & fees
9 Nov - 10 Nov
Happy Cottage Near Everything 11
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, (90 reviews)
"Lovely cottage with a great view."
United States
Ann M.
The price is NZ$592
includes taxes & fees
9 Nov - 10 Nov
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
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.

9. Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920

Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is NZ$1,158
includes taxes & fees
15 Nov - 16 Nov
Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

10. 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.
The price is NZ$442
includes taxes & fees
15 Nov - 16 Nov
Renovated The Driftwood Cabin at White Anchor Inn
Outdoor dining

11. 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 NZ$311
includes taxes & fees
9 Nov - 10 Nov
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
A lakeside deck with a fire pit, docked boats, and a wooden railing.

12. Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law

Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
Boothbay Harbor
10.0 out of 10, Exceptional, (129 reviews)
"This place was the definition of relaxation! The access to West Harbor "Pond" (it's huge -- more like a lake!) was unbeatable! We were able to use the provided kayaks to explore the little islands in the water and to come really close to a pair of loons!"
United States
Melinda M.
The price is NZ$562
includes taxes & fees
10 Nov - 11 Nov
Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
A modern kitchen with a central island, stainless steel appliances, and a window providing natural light.

13. 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, (41 reviews)
"The property was quiet and beautiful. It had everything we needed for a three night stay."
United States
Jordana S.
The price is NZ$991
includes taxes & fees
29 Nov - 30 Nov
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
A modern kitchen with a central island, bar stools, and a dining area with a view of trees.

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, (64 reviews)
"Tucked away in a wooded lot, quick drive to Boothbay Harbor. Side by side units are great for friends or families traveling together."
United States
Carly C.
The price is NZ$934
includes taxes & fees
9 Nov - 10 Nov
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
A cabin with a wooden exterior, a glass door, and a sign indicating it is a camp.

15. Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
9.8 out of 10, Exceptional, (8 reviews)
"Very nice and very quiet "
United States
justin s.
The price is NZ$549
includes taxes & fees
9 Nov - 10 Nov
Tiny A-Frame Romantic Getaway
A cozy living room with a sofa, a small table, and a view of a backyard through large windows.

16. 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.
The price is NZ$384
includes taxes & fees
11 Nov - 12 Nov
Spacious 1 Bedroom Cottage Close to Everything 2
A spacious living area with a wooden ceiling, a dining table with chairs, and a kitchen area with white cabinets.

17. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"A great property and easy process."
United States
Dan L.
The price is NZ$795
includes taxes & fees
9 Nov - 10 Nov
3 Bedroom Happy Cottage 15
A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

18. 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
The price is NZ$335
includes taxes & fees
10 Nov - 11 Nov
Spacious 1 Bedroom Cottage Close to Everything 5
A bedroom with a large bed, a desk with two red chairs, a window with blinds, and a nightstand with a lamp.

19. 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.
The price is NZ$325
includes taxes & fees
9 Nov - 10 Nov
Cheerful Cottage Close to Everything 12
A cozy bedroom with a wooden ceiling, a large bed with a blue blanket, a desk with a chair, and a window with curtains.

20. 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 NZ$342
includes taxes & fees
10 Nov - 11 Nov
Cheerful Cottage with Loft Close to Everything 6
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.
View all properties

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
cabin image
Cabins
Cabins

Find out more about Round Pond

Everything you need to know about Round Pond holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Round Pond holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Round Pond holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Round Pond holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Round Pond holiday rentals we have selected for you start as low as NZ$208 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Round Pond rentals

At Expedia, we put the best Round Pond holiday 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 holiday.

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.

Frequently Asked Questions

Can I find a holiday rental in Round Pond?

Yes, there are holiday rentals close to the most popular sights in Round Pond, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Round Pond has to offer?

Perfect stopover, getaway, base to explore the area, or to simply stay in town. : This holiday 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 holiday rentals are there in Round Pond?

With 11 Expedia holiday rentals, you're guaranteed 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 wider area.

What’s a holiday rental in Round Pond like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Round Pond. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for small groups.