Round Pond Holiday Rentals

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Holiday Rentals in Round Pond

Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

10.0 out of 10, Exceptional, (79)
"Very pleased with the house, the location, everything!"
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

Captain's Guest Room w/private bath & house entrance. Walk to everything.

8.0 out of 10, Very good, (19)
"Dmitri is accommodating and check-in easy. Property details are accurate "
The price is NZ$254
includes taxes & fees
15 Oct - 16 Oct
Captain's Guest Room w/private bath & house entrance. Walk to everything.

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

10.0 out of 10, Exceptional, (18)
"Very clean and cozy. Thoughtful extras like extra propane tank for grill and many cooking utensils and pans. Air very fresh in the house."
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm

2.0 star property
8.8 out of 10, Excellent, (11)
"The home is on a beautiful, private piece of land right on the St. George River estuary. The views are absolutely stunning and there is a short path right to the water and rocks. It was a perfect spot for two couples to relax and convenient to explore the midcoast region."
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm

Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

9.6 out of 10, Exceptional, (80)
"Great stay, wonderful location"
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

9.8 out of 10, Exceptional, (36)
"This a gem of a place. Quiet, cozy spots, beautiful proximity to the lake. We really enjoyed our night, and were sorry we did not have a longer stay."
The price is NZ$500
includes taxes & fees
18 Oct - 19 Oct
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

9.2 out of 10, Wonderful, (94)
"Fantastic coastal cottage feel! Beautiful view of the the bay. Updated bathrooms and kitchen. Perfect location to walk to center of Boothbay harbor shops and restaurants. My only suggestion...replace any bad window shades with working ones..andCheck all ac unit filters.maybe consider updating the upstairs ac units.We had an amazing time."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly

9.2 out of 10, Wonderful, (61)
"We totally enjoyed our stay -walking distance to shops and restaurants."
Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly

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

7.6 out of 10, Good, (5)
"Awful experience!!! Arrived at property and nobody was present to check in. Owner wanted us to go down the street to a different location to check in. He met us at property and said he never received payment which is a lie…… paid for property back in July. Left property and had to find another place last minute because they turned us away. The property is also not as it appears online . This place should not even be available to rent."
The price is NZ$260
includes taxes & fees
9 Oct - 10 Oct
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Captain's Quarters 2BR Apartment. Walk to Everything!

8.6 out of 10, Excellent, (7)
"Nice, clean, cosy, conveniently located and easy enough to find. Great communication with host, comfortable beds and plenty of hot water. very responsive and would definitely consider using again. "
The price is NZ$401
includes taxes & fees
3 Nov - 4 Nov
Captain's Quarters 2BR Apartment. Walk to Everything!

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

10.0 out of 10, Exceptional, (52)
"The cottage location was beautiful, we had a wonderful time on the beach. The cottage could have been a little more clean than it was, but after letting the property owner know she addressed those issues. "
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (37)
"Place was amazing with an incredible view and fun layout. "
Oceanfront Cabin-Castle in Maine Woods

Make Shimmering River Retreat your Maine Coastal getaway!

9.6 out of 10, Exceptional, (39)
"It was a very nice place for a family vacation. There was plenty of room for all of us (10).Yard and inside games provided along with kayaks for the river and a pool."
Make Shimmering River Retreat your Maine Coastal getaway!

Shipwright @ The Offshore House

9.4 out of 10, Exceptional, (13)
"Luv the area and the room location was great A few steps from Bets fish and chips short drive into town "
The price is NZ$570
includes taxes & fees
19 Oct - 20 Oct
Shipwright @ The Offshore House

Last minute deal Ocean Point OCEANFRONT with private BEACH

10.0 out of 10, Exceptional, (95)
"This is everything you want from a Maine vacation. Quiet and private location, beautiful rocky oceanfront, clean and well-kept living space with all the necessary amenities. We had a great stay!"
Last minute deal Ocean Point OCEANFRONT with private BEACH

Come Spring Farm Glamping Dome 2

6.0 out of 10, (2)
"My friends and I had a great time at Come Spring Farm! We got hit with a lot of rain as soon as we arrived and it was really cool to watch the storm through the windows in the dome. We were impressed with the bathroom/shower facilities and the Coop hang out space, and I was thrilled to help feed the animals in the morning. We hope to return soon!"
The price is NZ$434
includes taxes & fees
23 Oct - 24 Oct
Come Spring Farm Glamping Dome 2

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10.0 out of 10, Exceptional, (104)
"If you plan to visit Boothbay Harbor, you won't find a better place! The lakefront property is very close to town but offers a quiet location in a private neighborhood. Beautiful and bright interior in a natural setting. One of the best places I've stayed at. Great for kayaking and fishing too! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

10.0 out of 10, Exceptional, (97)
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Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

9.4 out of 10, Exceptional, (26)
"Perfect base for exploring the mid-coast region. "
The price is NZ$960
includes taxes & fees
10 Oct - 11 Oct
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access

9.0 out of 10, Wonderful, (47)
"Overall our stay was very enjoyable, the cabin was as advertised and came stocked with toiletries needed for our stay. Just a heads up for those wanting to explore boothbay harbor, parking can be challenging to find so I would recommend if you own E-bikes bringing them for easier transportation around the area. "
The price is NZ$404
includes taxes & fees
15 Oct - 16 Oct
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
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

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$254 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 & house entrance. Walk to everything.: This holiday home rental outside of Round Pond comes with 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 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.