Round Pond Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Round Pond Vacation Homes

Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views
9.4 out of 10, Exceptional, (25)
"This is a great home with lots of room, natural light, comfortable bedrooms and a back deck we'd spend hours on in the evenings. Having a full bedroom and bathroom on the first floor and the two bedrooms and bathrooms upstairs also gave everyone privacy and downtime. The area is really quiet and walking distance from a path that runs alongside the water. The home is comfortable and roomy enough that being rained in for a day is no problem, and getting out to surrounding places is easy. "
Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views
Cozy Maine home. River view. Minutes from ocean, lighthouses and sights.
10.0 out of 10, Exceptional, (4)
"The property was close to everything and so comfortable. We had two couples but could comfortably sleep more. All three bathrooms had large showers and were roomy. Beds were very comfortable. Would stay again in a minute and recommend highly. "
Cozy Maine home. River view. Minutes from ocean, lighthouses and sights.
Beautiful Antique Waterfront Property On Round Pond Harbor - Sleeps 7
10.0 out of 10, Exceptional, (60)
"Steep and narrow steps to bedrooms. We Are older but rented it anyway and are so glad we did. The place is so peaceful, beautiful, so well appointed and decorated. We had to be forced out with threats of legal action 😁"
Beautiful Antique Waterfront Property On Round Pond Harbor - Sleeps 7
Beachfront Delight with detached guesthouse, sunset views & private beach access
9.4 out of 10, Exceptional, (8)
"Easy access property! Very private! The notes specify no A/C but it does not mention heat. There are baseboard electric heaters in the main house and cabin."
Beachfront Delight with detached guesthouse, sunset views & private beach access
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
2.0 star property
The price is CA $106
CA $189 total
includes taxes & fees
Sep 24 - Sep 25
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
9.4 out of 10, Exceptional, (46)
"We had a two-night stay. And since we were so close to the harbor, it made for easy walks to the points of interest nearby; easy walk to the harbor. We could see the harbor from out the windows. We cooked on the newer clean grill. You need to sign into your own Roku account to use the TV which we did to see the Olympics."
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
Make Shimmering River Retreat your Maine Coastal getaway!
9.6 out of 10, Exceptional, (30)
"We have rented many properties for our yearly family vacation but this was by far our favorite! We've already rebooked for next year. The location, the size of the property, the pool, the outdoor areas... everything was amazing! The adults loved the deepwater dock, the kayaks and canoe. The little kids loved the pool. There were many places to go visit locally but we were able to come back to the peace and tranquility of the house. The guest cottage was a big hit for the grandkids!"
Make Shimmering River Retreat your Maine Coastal getaway!
Downtown Boothbay Harbor, 2-Story Cottage
9.8 out of 10, Exceptional, (13)
"House was a short walk to Boothbay Harbor. Owners were great on communication with us prior to check in. House condition was good. It is need in need of a paint job and a few repairs. The price for a 2 night stay was great. Only issue for me was that bathroom has no door and located upstairs in bedroom. It only had a light weight curtain. So when my spouse or myself had to use it during the night turning the light on in the bathroom woke up the other person. So bring a nightlight to plug in...
The price is CA $198
CA $413 total
includes taxes & fees
Oct 6 - Oct 7
Downtown Boothbay Harbor, 2-Story Cottage
Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
10.0 out of 10, Exceptional, (46)
"This place is so peaceful! Being able to see the water from just about every room. The pics in listing can’t even begin to show the beauty of this spot! Super clean and a kitchen with great utensils and pans, anything you need! Would stay again!"
Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
Waterfront Cottage on Tidal Cove with Dock
9.8 out of 10, Exceptional, (41)
"I wanted to stay in Maine for 3 weeks - I chose this location so I could be sometimes by myself and sometimes with friends. From this location, there is a lot to do locally as well as within 1 hour drive if desired. About 40 minutes to nearest Amtrak station in Brunswick if friends are visiting. Locally - many preserves to walk, kayak/paddleboard at house, minutes to Boothbay Harbor - schooner and wildlife boats, restaurants. This house was great for me as it was not too big when I was by...
Waterfront Cottage on Tidal Cove with Dock
Captain's House Guest Room Suite
6.6 out of 10, (7)
"Made a mistake with the rooms! Dimitri was very calm about the situation and helped rectify it immediately."
Captain's House Guest Room Suite
Cozy Cottage with Ocean Views and Dog-Friendly Charm
2.0 star property
10.0 out of 10, Exceptional, (2)
"Liked having the cottage to our selves and home like feeling. The only thing that was not there was a outdoors firepit or fireplace to enjoy more of the outdoors but we loved it and might even try to get back soon"
Cozy Cottage with Ocean Views and Dog-Friendly Charm
Stunning oceanfront cottage w/ private deck and Atlantic views
9.2 out of 10, Wonderful, (46)
"Clean, lovely view, inside twisting, narrow stairs not great for little ones or older ones with bad knees. Deck is off both upper bedrooms."
Stunning oceanfront cottage w/ private deck and Atlantic views
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
9.6 out of 10, Exceptional, (63)
"An immaculate well appointed cottage that was an absolute delight. Close to everything, including Colonial Pemaquid, Pemaquid Beach and the lighthouse."
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
8.8 out of 10, Excellent, (19)
"the house location and the house itself are simply magnificent. The house could stand a few improvements. The deck furniture is simply terrible. The Small table and the chairs are old and rusted. One chair was totally unusable. This is our second stay there and are planning on another stay. We are hoping for a new deck set."
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
TWO BEDROOM Guest Suite in the Heart of Bath
6.6 out of 10, (4)
"We enjoyed our stay if it was mine I would make the living area have more comfortable seating less desks Maybe a sink in kitchen area"
The price is CA $231
CA $367 total
includes taxes & fees
Sep 24 - Sep 25
TWO BEDROOM Guest Suite in the Heart of Bath
Comfortable, Close to Town Home, with Oceanview.
9.6 out of 10, Exceptional, (60)
"Enjoyed our stay"
The price is CA $305
CA $566 total
includes taxes & fees
Oct 6 - Oct 7
Comfortable, Close to Town Home, with Oceanview.
Multi-unit with oar & boat house with private dock & kayaks
9.0 out of 10, Wonderful, (21)
"Stayed for a week. You can’t beat the location! Fabulous spot with a dock and deck right on the Harbor. 5 min walk into town. The property is a great set up if you’ve got a large party. We were 10 and it was perfect. There are a few things that need some work… Only one bathroom had a bathmat and the 2nd floor shower in the main house is difficult to navigate without drenching the floor with its multitude of curtains and no shelf or hanging caddy to put soap and shampoo. The bedrooms, including...
Multi-unit with oar & boat house with private dock & kayaks
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
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
Don't see what you're looking for?
See all available properties in Round Pond
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.
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Round Pond

Spacious & tranquil waterfront hideaway on Muscongus Sound
7.6 out of 10, Good, (25)
"Nice location, nice house. The view would be better if the the owner trimmed the trees between the house and the ocean view. The clothing dryer is missing the filter and doesn't work."
Spacious & tranquil waterfront hideaway on Muscongus Sound
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.6 out of 10, Exceptional, (27)
"This house was amazing. It was way better than we expected after looking through the pictures online. The outdoor space and the house itself are beautiful and the pictures do it zero justice. We were worried at first about the lack of AC, but the house cooled right down once we opened the windows let the air in. I highly recommend this place if you’re looking to visit Boothbay. It was so close to the main area, but you couldn’t even tell- it felt like you were immersed in nature."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.6 out of 10, Excellent, (49)
"Beautiful property. Saw seals from living room catching fish. Front door did not lock but it’s a safe neighborhood but a bit isolated. Kitchen is well equipped for cooking. Laundry facilities were a great help! Gorgeous views of the water and excellent service and communication."
Unique oceanfront home with a deck, tons of natural light, & amazing views
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.