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Compare 363 Vacation Homes in Round Pond with updated reviews, rates, and availability.

Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
Newly renovated 3 bedroom, 2 bath bungalow.

Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

10.0 out of 10, Exceptional, (70)
"One of our best stays at a vacation rental. Cosy, immaculate and well equipped house with everything needed for a comfortable family stay. A short walk into town is a bonus. "
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
Oceanfront Cabin-Castle in Maine Woods
Fall View from Porch

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (12)
"Absolutely loved this property! My family and I enjoyed every minute of our stay! Listening to the waves crashing on the rocks, hanging out by the fire and just relaxing made for the perfect after Christmas getaway! I look forward to coming again! Highly recommend "
Oceanfront Cabin-Castle in Maine Woods
Oceanfront home & guesthouse w/ incredible ocean views, deck & location

Oceanfront home & guesthouse w/ incredible ocean views, deck & location

9.6 out of 10, Exceptional, (65)
"We loved this place. Even better in person than the pictures. Gorgeous setting on Ocean Point in a quiet neighborhood. Very nicely appointed, it meets all your needs and when the thermostat acted up the property manager was quick to respond and provide space heaters until hvac could come the next morning. We highly recommend and will stay here again. "
Oceanfront home & guesthouse w/ incredible ocean views, deck & location
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Welcome to the Perch!

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

10.0 out of 10, Exceptional, (17)
"This property was amazing! Abby was in contact anytime i needed anything. Will definitely contact again if we choose to go back to visit!!"
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Single-family home situated on the waterfront in the beautiful midcoast Maine
Exterior

Single-family home situated on the waterfront in the beautiful midcoast Maine

Single-family home situated on the waterfront in the beautiful midcoast Maine
Spectacular Oceanfront Home - MidCoast Maine [EV Charger]
Spectacular Waterfront

Spectacular Oceanfront Home - MidCoast Maine [EV Charger]

10.0 out of 10, Exceptional, (138)
"This was the first trip to Maine for most of this group, and it’s safe to say we’re all in love. Being on the water was wonderful, and we enjoyed the amazing views as well as the hikes and adventures on the rocks during low tide. The pictures of the house don’t do the woodwork justice, and the grill made mealtimes easy. My only flag - the upstairs bathroom only had a tub and no shower, and with a number of girls in the group with long hair, it required some scheduling of shower time. We...
Spectacular Oceanfront Home - MidCoast Maine [EV Charger]
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock
View from the dock

The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

10.0 out of 10, Exceptional, (5)
"Six of us stayed at Sea Eagle and enjoyed every minute of this well appointed and thoughtfully decorated house. If you are considering Boothbay, I highly recommend. The location can’t be beat, the house has everything you need to include comfy beds and nice linens, plenty of places to enjoy the company of others or enjoy some solitude. It really is a gem. We look forward to returning. "
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock
Comfortable, Close to Town Home, with Oceanview.
Miscellaneous

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (66)
"Great management, very clean, had everything in the kitchen, comfortable beds, even a pen for a dog. The sky was beautiful at night. It was very quiet. We were very close to hiking trails and the lighthouse. We had a nice time at Christmas."
The price is SAR 656
SAR 1,316 total
includes taxes & fees
20 Feb - 21 Feb
Comfortable, Close to Town Home, with Oceanview.
Bayfront home with 270-degree views, large deck & porch - near Popham Beach

Bayfront home with 270-degree views, large deck & porch - near Popham Beach

8.2 out of 10, Very Good, (29)
"The house is beautiful, comfortable and was pristine when we checked in. Decks and screened porch are wonderful. The kids loved the 3rd floor bedroom space, and it was fabulous being so close to Popham Beach. Definitely recommend. Kitchen on 2nd floor ... so have some strong helpers to bring in groceries ;)"
Bayfront home with 270-degree views, large deck & porch - near Popham Beach
2 Bedroom Close to Town Home
Exterior

2 Bedroom Close to Town Home

9.0 out of 10, Wonderful, (26)
"Our primary objective was a clean cost-effective one night stay for a road trip through New England. This was right on the road, which was convenient but a little bit noisy at night."
The price is SAR 394
SAR 936 total
includes taxes & fees
20 Feb - 21 Feb
2 Bedroom Close to Town Home
Sweet Home with Stunning Water Views
The Arey House

Sweet Home with Stunning Water Views

9.0 out of 10, Wonderful, (18)
"We stayed here for almost two weeks in late June/early July. The location was great for our purposes (we come to the area each summer to see family who live just minutes away), and we enjoyed walks with our preschooler down to the little beach to hunt for sea glass. We also liked the large yard and beautiful newer deck for added enjoyment outside - the view is lovely. The house is an older farmhouse with some updates; we expected and enjoyed the more vintage touches. The upstairs can get hot,...
Sweet Home with Stunning Water Views
Sunset river 3-bedroom house in amazing South Thomaston, Maine
Property grounds

Sunset river 3-bedroom house in amazing South Thomaston, Maine

2.0 star property
Sunset river 3-bedroom house in amazing South Thomaston, Maine
The RiverView
Exterior

The RiverView

9.2 out of 10, Wonderful, (12)
"The house was very clean, comfortable and quiet. We had everything we needed for a great getaway. The location was perfect for everything we wanted to do - would highly recommend!"
The price is SAR 563
SAR 1,141 total
includes taxes & fees
21 Feb - 22 Feb
The RiverView
Beautiful Maine coastal home w/ hot tub and gourmet kitchen! Right on the water!
Sunset is gorgeous

Beautiful Maine coastal home w/ hot tub and gourmet kitchen! Right on the water!

9.2 out of 10, Wonderful, (5)
"We had such an amazing vacation at this property. It was accurately described and the host was incredibly responsive to any question. The property was perfect for our family who have been coming to this part of Maine every summer for the last 25 years. We will definitely be returning again for hopefully many years to come."
Beautiful Maine coastal home w/ hot tub and gourmet kitchen! Right on the water!
Quintessential Maine Oceanfront home
Panoramic of the house, barn and yard (Spring)

Quintessential Maine Oceanfront home

10.0 out of 10, Exceptional, (70)
"Had a wonderful time at the home. The views are just beautiful!"
Quintessential Maine Oceanfront home
Luxury Carriage House a short stroll from town!
Private kitchen

Luxury Carriage House a short stroll from town!

2.0 star property
10.0 out of 10, Exceptional, (5)
"Amazing location and beautiful little property. Everything was immaculate and welcoming, and we felt so taken care of, down to the small touches like just the coffee we like! Communication was great and timely, too. We'll definitely be back next time we are in Maine!"
The price is SAR 1,496
SAR 2,277 total
includes taxes & fees
22 Mar - 23 Mar
Luxury Carriage House a short stroll from town!
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

5.6 out of 10, (5)
"The shared driveway was a challenge and the hike from the driveway to the house had was also a challenge. Additionally the window in one of the bathrooms did not work, the dishwasher was not secured and tilted when you put dishes in, one of the commodes ran constantly unless you jiggle. The kitchen garbage can is broken."
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

8.8 out of 10, Excellent, (35)
"Our party of 8 enjoyed our stay. The house is well equipped and stocked to get you started. Conveniently located to town and the Botanical Gardens. Plenty of outside space for kids to run around and play. It has a beautiful view of the cove but is very rocky. This didn't stop us from hunting hermit crabs and catching fish. The house is old but that gives it the Maine charm. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Make Shimmering River Retreat your Maine Coastal getaway!
Exterior

Make Shimmering River Retreat your Maine Coastal getaway!

9.6 out of 10, Exceptional, (33)
"Our group used both the main house and the cottage. Both had been cleaned prior to our arrival and the property was very nice. The pool was completely green and had not been taken care of. Luckily weI have a pool and we were able to "
Make Shimmering River Retreat your Maine Coastal getaway!
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas

Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas

8.4 out of 10, Very Good, (23)
"Spacious house with nice views."
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
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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Other property types in Round Pond

Charming Cottage on the Great Pond in Boothbay Harbor, Maine
Exterior

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

Charming Cottage on the Great Pond in Boothbay Harbor, Maine
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
Newly renovated 3 bedroom, 2 bath bungalow.

Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

10.0 out of 10, Exceptional, (70)
"One of our best stays at a vacation rental. Cosy, immaculate and well equipped house with everything needed for a comfortable family stay. A short walk into town is a bonus. "
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
Oceanfront Cabin-Castle in Maine Woods
Fall View from Porch

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (12)
"Absolutely loved this property! My family and I enjoyed every minute of our stay! Listening to the waves crashing on the rocks, hanging out by the fire and just relaxing made for the perfect after Christmas getaway! I look forward to coming again! Highly recommend "
Oceanfront Cabin-Castle in Maine Woods
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.