Search Vacation Homes in Round Pond

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Vacation Homes in Round Pond

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Property grounds

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

9.8 out of 10, Exceptional, (35)
"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 AED 547
AED 1,141 total
includes taxes & fees
22 Oct - 23 Oct
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Captain's Quarters 2BR Apartment. Walk to Everything!
Property grounds

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 AED 588
AED 901 total
includes taxes & fees
1 Oct - 2 Oct
Captain's Quarters 2BR Apartment. Walk to Everything!
Make Shimmering River Retreat your Maine Coastal getaway!
Fridge, microwave, oven, stovetop

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!
2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year
Exterior

2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year

10.0 out of 10, Exceptional, (30)
"We had a wonderful stay at this property. The owners were fantastic and very welcoming. The property had everything you could need. The grill was ready for use, fire wood was avaliable. The inside was fully stocked as well. The town was incredible. We would definitely recommend this place and if we ever make it back to Booth Bay we will stay at this location again. "
2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year
2 Bedroom Close to Town Home
TV

2 Bedroom Close to Town Home

9.0 out of 10, Wonderful, (41)
"Very clean and nice property as advertised."
The price is AED 380
AED 911 total
includes taxes & fees
8 Oct - 9 Oct
2 Bedroom Close to Town Home
Oceanfront Retreat with Dock, Boothbay Harbor
Terrace/patio

Oceanfront Retreat with Dock, Boothbay Harbor

2.0 star property
10.0 out of 10, Exceptional, (2)
"Convenient location to downtown. Views are superb of the harbor. Quiet neighborhood.The kitchen is not very well equipped, but we survived. Need additional silverware, plates, etc.."
Oceanfront Retreat with Dock, Boothbay Harbor
Comfortable, Close to Town Home, with Oceanview.
Interior

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (81)
"We had a great stay while in town for a family event. We were ecstatic to be able to take our family dog with us on the trip. The view from the back deck was incredible and close to many local parks for hiking."
The price is AED 678
AED 1,347 total
includes taxes & fees
7 Oct - 8 Oct
Comfortable, Close to Town Home, with Oceanview.
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer
Fridge, microwave, oven, stovetop

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (29)
"The cottage is just lovely, very “Maine”, newly redone and extremely comfortable. Communication with the host was easy. We thoroughly enjoyed our stay."
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop

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

9.2 out of 10, Wonderful, (93)
"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
Fridge, microwave, oven, stovetop

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

9.2 out of 10, Wonderful, (60)
"The house was the perfect size for my family of 7 adults. We enjoyed the short walk to downtown Boothbay too."
Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (16)
"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
Charming 2-bedroom house in small-town neighborhood
Microwave, oven, stovetop, dishwasher

Charming 2-bedroom house in small-town neighborhood

9.2 out of 10, Wonderful, (7)
"Cute neighborhood. Very quiet. I do have a couple things that wasn’t very pleasant…there was a loofa with hair left in the shower. Nothing felt clean. The rug was dirty in the back sitting room. It was very very hot . There was nowhere to put the trash because the trash was full outside. A lock should be on cellar door. Owner was very easy yo deal with. "
Charming 2-bedroom house in small-town neighborhood
Quaint Coastal Cottage w/ Deck & High-Speed WiFi - Walk to Town
Dining

Quaint Coastal Cottage w/ Deck & High-Speed WiFi - Walk to Town

8.0 out of 10, Very Good, (24)
"Wonderful stay!"
Quaint Coastal Cottage w/ Deck & High-Speed WiFi - Walk to Town
Historic Home w/ Gas Fireplace, Fast WiFi, & Private W/D - Snowbird-Friendly
Exterior

Historic Home w/ Gas Fireplace, Fast WiFi, & Private W/D - Snowbird-Friendly

9.0 out of 10, Wonderful, (20)
"Very roomy has everything you need for a vacation"
Historic Home w/ Gas Fireplace, Fast WiFi, & Private W/D - Snowbird-Friendly
Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere
Dining

Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere

Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere
Captain's Guest Room w/private bath & house entrance. Walk to everything.
Property grounds

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

8.2 out of 10, Very Good, (17)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is AED 294
AED 561 total
includes taxes & fees
15 Oct - 16 Oct
Captain's Guest Room w/private bath & house entrance. Walk to everything.
Oceanfront Cabin-Castle in Maine Woods
Interior

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
Multi-unit with oar & boat house with private dock & kayaks
Exterior

Multi-unit with oar & boat house with private dock & kayaks

9.2 out of 10, Wonderful, (27)
"Great location and the feel of real Maine living. Plenty of room for lots of people."
Multi-unit with oar & boat house with private dock & kayaks
The RiverView
Fridge, microwave, oven, stovetop

The RiverView

9.4 out of 10, Exceptional, (23)
"The house was clean and close to many things to do. I would stay there again."
The price is AED 459
AED 1,009 total
includes taxes & fees
2 Oct - 3 Oct
The RiverView
Come Spring Farm Glamping Dome 2
WiFi

Come Spring Farm Glamping Dome 2

10.0 out of 10, Exceptional, (1)
"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 AED 643
AED 931 total
includes taxes & fees
13 Oct - 14 Oct
Come Spring Farm Glamping Dome 2
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Round Pond Hotel Reviews

Boothbay Harbor Inn

Boothbay Harbor Inn

10/10 Excellent
"Location was perfect, grounds nice and rooms were clean and comfortable. Great view of the harbor and easy walk across the footbridge. "
Amy 2-night trip
Posted 2 days ago
Boothbay Harbor Inn