Round Pond Holiday Rentals

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Holiday Rentals in Round Pond

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 "
United States
Lori Z.
The price is AU$231
includes taxes & fees
2 Nov - 3 Nov
Captain's Guest Room w/private bath & house entrance. Walk to everything.
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock
10.0 out of 10, Exceptional, (80)
"Very pleased with the house, the location, everything!"
United States
Margaret B.
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock
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."
United States
Arline
The price is AU$639
includes taxes & fees
20 Oct - 21 Oct
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers
9.6 out of 10, Exceptional, (81)
"Great stay, wonderful location"
United States
Dustin F.
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers
Oceanfront Cabin-Castle in Maine Woods
9.8 out of 10, Exceptional, (40)
"Place was amazing with an incredible view and fun layout. "
United States
Jeremy H.
Oceanfront Cabin-Castle in Maine Woods
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
10.0 out of 10, Exceptional, (104)
"Our third stay was just as charming as the first two. The beauty of the lake, the serene accommodations and locale cannot be topped. The apartment is so cozy and comfortable. We've stayed in many vacation rentals, but this is our favorite. We'll be back."
United States
Susan B.
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
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."
United States
Kelly P.
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
10.0 out of 10, Exceptional, (19)
"The home was decorated beautifully and very comfortable. The location is greta for seeing many of the small towns in the area."
United States
Freia
The price is AU$553
includes taxes & fees
8 Nov - 9 Nov
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
9.8 out of 10, Exceptional, (40)
"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."
United States
Sarah H.
The price is AU$453
includes taxes & fees
20 Oct - 21 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, (97)
"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
Kayakers’ Cabin- “Maine Cabin Masters” remodel.
10.0 out of 10, Exceptional, (53)
"Waking up every morning to see this beautiful lake right outside the window was just wonderful. The cabin was clean, comfortable and cozy. It had everything we needed. Would stay again."
United States
Meg
Kayakers’ Cabin- “Maine Cabin Masters” remodel.
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock
10.0 out of 10, Exceptional, (8)
"Loved our stay. Walking distance to everything. Kids loved the kayaks & dock. We loved having coffee on the harbor every morning. Plenty of room for multiple families. "
United States
Melissa L.
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock
Olde Post Office Cottage at Pemaquid Point
9.6 out of 10, Exceptional, (147)
"As always, the little cottage is perfect! Everything you need to get away and enjoy the beautiful surroundings!! "
United States
Caroline P.
Olde Post Office Cottage at Pemaquid Point
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
10.0 out of 10, Exceptional, (53)
"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. "
United States
Hannah K.
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
9.0 out of 10, Wonderful, (48)
"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. "
United States
Allyson
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
Comfortable, Close to Town Home, with Oceanview.
9.6 out of 10, Exceptional, (82)
"Close to water and town Very clean and convenient. Would recommend."
United States
Jason C.
The price is AU$554
includes taxes & fees
1 Nov - 2 Nov
Comfortable, Close to Town Home, with Oceanview.
Make Shimmering River Retreat your Maine Coastal getaway!
9.6 out of 10, Exceptional, (40)
"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."
United States
Joyce C.
Make Shimmering River Retreat your Maine Coastal getaway!
Newly Renovated Cozy Cove Cabin at White Anchor Inn
8.4 out of 10, Very good, (6)
The price is AU$699
includes taxes & fees
26 Oct - 27 Oct
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE
9.8 out of 10, Exceptional, (32)
"We really enjoyed our stay! The location was so peaceful, the house had everything we needed, and we really enjoyed exploring the area. "
United States
Lorin H.
Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
9.2 out of 10, Wonderful, (20)
"Great place for a romantic get a way. Great lobster just down the road."
United States
G Allen H.
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
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 favourite 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 depend 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 AU$231 per night. Entering your travel dates in the search wizard might find you 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.