Round Pond Holiday Rentals

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Holiday Rentals in Round Pond

Apartment in Boothbay

10.0 out of 10, Exceptional, (98)
"Had a great stay! Such a beautiful secluded spot, but also close to boothbay harbor and a lot of other Maine coast activities. The apartment itself was clean and nice and everything was smooth and easy. Would definitely stay here again!"
United States
Richard L.
Last minute deal Ocean Point OCEANFRONT with private BEACH

Holiday Home in Boothbay Harbor

10.0 out of 10, Exceptional, (20)
"We loved our stay in Boothbay. The cottage was clean and comfortable, location was ideal, easy walk into town and to the park. Everything was fantastic, would highly recommend. "
United States
Emma D.
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Holiday Home in Boothbay Harbor

10.0 out of 10, Exceptional, (89)
"This was our third year staying. Perfect location! "
United States
Debra G.
Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

Cottage in Port Clyde

10.0 out of 10, Exceptional, (82)
"Very pleased with the house, the location, everything!"
United States
Margaret B.
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

Holiday Home in Bath

8.2 out of 10, Very good, (21)
"Great location and a beautiful property. Great walking/driving distance from town and the waterfront, we had a great stay and would do it again! "
United States
Nina P.
Captain's Guest Room w/private bath. Walk to everything.

Holiday Home in Owls Head

9.6 out of 10, Exceptional, (83)
"Nice cozy spot that made a great home base for us to explore the beautiful area. Lots to see from beaches to state parks. The view from Mt. Battie is amazing. Lot of places to get good food. The place has all that you would need and is very comfortable and well kept. "
United States
Michael K.
The price is NZ$593
includes taxes & fees
1 Dec - 2 Dec
Comfortable, Close to Town Home, with Oceanview.

Holiday Home in Georgetown

9.8 out of 10, Exceptional, (43)
"Amazing property and location - just exactly what we were looking for - walking or driving to the beach every day - listening to the ocean and walking on the rocks and through the woods - truly magical. "
United States
Holly H.
Oceanfront Cabin-Castle in Maine Woods

Holiday Home in Boothbay Harbor

9.2 out of 10, Wonderful, (100)
"Great views from backyard and living room. Others have described the place as rustic, which is fair as regards wood flooring, paneling and rugs. But beds, sofas and chairs are very comfortable. Heating wasn’t working on the second floor, but they sent someone to look at it almost immediately. Although they couldn’t fix it during our stay, they gave us a fair partial refund."
United States
Daniel
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Holiday Home in Boothbay Harbor

2.0 star property
10.0 out of 10, Exceptional, (4)
"Beautiful peaceful harbor view, home and location! Would stay here again in the future."
United States
Michelle C.
Oceanfront Retreat with Dock, Boothbay Harbor

Holiday Home in Boothbay Harbor

10.0 out of 10, Exceptional, (8)
"Excellent location, decor, harbor view,amenities. Great for our 9 guests. Classic Maine house. "
United States
Douglas S.
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

Holiday Home in Boothbay

9.4 out of 10, Exceptional, (44)
"Beautiful gardens. Lots of room."
United States
Richard N.
Woodland hideaway with lake access, private game room, fireplace, & luxe kitchen

Holiday Home in Wiscasset

7.8 out of 10, Good, (9)
"Fit our needs perfectly!"
United States
Aimee K.
Peaceful home with forest views & great yard - minutes to town

Holiday Home in Woolwich

10.0 out of 10, Exceptional, (3)
"Very comfortable house in a great location with excellent views of the river"
United States
Cary C.
Windward Lodge- stunning, dog-friendly private waterfront retreat. Seasonal dock

Holiday Home in Tenants Harbor

9.8 out of 10, Exceptional, (75)
"Great visit!"
United States
Zee S.
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

Cabin in Boothbay

7.8 out of 10, Good, (7)
"Nice place to stay for a quick trip to the area! Would stay there again. "
United States
Lisa M.
The price is NZ$356
includes taxes & fees
1 Dec - 2 Dec
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Holiday Home in Boothbay Harbor

9.4 out of 10, Exceptional, (3)
"We loved how spacious and accommodating this home was, as well as it's great proximity to downtown Boothbay Harbor."
United States
Teresa G.
Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort

Holiday Home in Westport

8.4 out of 10, Very good, (49)
"This home was absolutely stunning! Beautiful inside, amazing view of the water. I loved sitting out on the porch so much. I would highly recommend!"
United States
Brian Q.
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Holiday Home in South Bristol

9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is NZ$847
includes taxes & fees
24 Nov - 25 Nov
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Apartment in Boothbay Harbor

10.0 out of 10, Exceptional, (2)
"This location was very convenient for tour boat trips, restaurants and shopping. There are high end appliances and lighting, and the interior is furnished in a rustic dog-themed way. There is a dedicated parking space, which was wonderful as available street parking was limited over the holiday weekend."
United States
Steve K.
Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier

Holiday Home in Boothbay Harbor

10.0 out of 10, Exceptional, (104)
"Lovely home and perfect location"
United States
Sara A.
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
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

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$356 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?

Captain's Guest Room w/private bath. Walk to everything.: This holiday home rental outside of Round Pond comes with free WiFi so that you can feel at home during your trip. Kitchen amenities include an electric kettle to make your meal-planning easier.

How many holiday rentals are there in Round Pond?

With 10 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 Point Lighthouse Park and Cabbage Island 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.