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Compare 455 Vacation Homes in Waldoboro with updated reviews, rates, and availability.

Admiral's Quarters - Room 12

Admiral's Quarters - Room 12

8.8 out of 10, Excellent, (5)
"We had a wonderful time at Admiral’s Quarters and wish we’d had one more night to spend in Boothbay Harbor. Our room was cozy and the two levels made it perfect for our family of four. The location was fantastic and John always had great recommendations for things to do or places to eat. "
The price is AED 1,350
AED 1,734 total
includes taxes & fees
25 Nov - 26 Nov
Admiral's Quarters - Room 12
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, (66)
"We have stayed at several VRBO and this one was the best. Great location and great house."
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
Small beach area located behind the house

Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

10.0 out of 10, Exceptional, (109)
"I was traveling with my 4 sisters. We enjoyed our stay very much. Hosts were very helpful with technical things and recommendations for places to eat and things to do. The cove on the ocean is great for sunrises and peaceful mornings. Beds were comfortable, Great place to wind down after a busy day!"
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
Comfortable, Close to Town Home, with Oceanview.
Miscellaneous

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (64)
"Great little place with beautiful view and good location. Would recommend"
The price is AED 643
AED 1,305 total
includes taxes & fees
3 Dec - 4 Dec
Comfortable, Close to Town Home, with Oceanview.
Waterfront home with beautiful bay views - near shops & dining

Waterfront home with beautiful bay views - near shops & dining

9.4 out of 10, Exceptional, (23)
"Very nice place for the family "
Waterfront home with beautiful bay views - near shops & dining
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 AED 551
AED 1,117 total
includes taxes & fees
23 Nov - 24 Nov
2 Bedroom Close to Town Home
Tranquil waterfront near Rockland, Camden-family and dog friendly
Access to water for easy paddling

Tranquil waterfront near Rockland, Camden-family and dog friendly

10.0 out of 10, Exceptional, (82)
"We enjoyed Maine sooo much! The house is a dream! Well equipped, clean and the location is amazing! We did visit Rockland and Rockport several times, there are near and are lovely. Went hiking to Camden and spent the day in the vibrant town. Everything was easy and we will repeated for sure! "
Tranquil waterfront near Rockland, Camden-family and dog friendly
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
Mid-century modern walk to ocean, restaurants, and shops. Open for the holidays
Dining

Mid-century modern walk to ocean, restaurants, and shops. Open for the holidays

10.0 out of 10, Exceptional, (12)
"Loved the house has more than you need or want Easy to communicate with the host Highly recommend "
Mid-century modern walk to ocean, restaurants, and shops. Open for the holidays
Home In Boothbay - Holiday Getaway
Exterior

Home In Boothbay - Holiday Getaway

9.4 out of 10, Exceptional, (10)
"Great trip. Home met all our needs. It needs tables by the couch and perhaps another chair in tv room. But it was comfortable and homey. "
Home In Boothbay - Holiday Getaway
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor
View from the dock

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

10.0 out of 10, Exceptional, (4)
"I can’t say enough about the house and our wonderful hosts. They’ve created a wonderful memory for our friends and family that will last a lifetime. The house, the views, boothbay harbor and all that it has to offer. Best vacation ever!! THANK YOU SO MUCH!! Paul"
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor
The Three Cornered Pond Retreat | House in Augusta with kayaks & dock access

The Three Cornered Pond Retreat | House in Augusta with kayaks & dock access

9.0 out of 10, Wonderful, (4)
"We hosted a clinic and brought staff up from across the country. All the hotels were sold out so we rented the house. The staff now told us they don’t ever want to stay at the hotel again. This house all the way!"
The Three Cornered Pond Retreat | House in Augusta with kayaks & dock access
Breathtaking views, total relaxation, do as much or as little as you choose
Little island, mussel ridge channel, all the boats go by the house

Breathtaking views, total relaxation, do as much or as little as you choose

9.8 out of 10, Exceptional, (82)
"My wife and I enjoyed our stay in Owls Head. It was perfect for us. Hiking trails nearby and good seafood not far away"
Breathtaking views, total relaxation, do as much or as little as you choose
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
Glen Cove Beach

Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach

9.8 out of 10, Exceptional, (108)
"A beautiful location, just a short distance from so many things. Our plan was to rest and relax, we couldn't have asked for a better place to do that. Just watching the tide come in and go out each day with lovely Fall views was perfect! Alex and Siobhan were fabulous hosts with great suggestions. Thank you!"
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

9.6 out of 10, Exceptional, (32)
"Great location, very easy to get to harbor, and a great view. Check-in was easy, not having to keep a key on you was also nice. The house was very cozy, perfect for doing puzzles or drinking coffee in the morning. Lots of appliances and home goods to make it easy to cook, iron clothes, hang stuff, etc. Overall we would definitely stay again!"
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

9.0 out of 10, Wonderful, (56)
"Beautiful house with lots of charm….. gorgeous views from the deck. I was texted when we arrived to make sure we were happy with the cleanliness of the home and we were . House was supplied with plenty of towels, blankets, toiletries, cushions for outdoor furniture and games. We stayed here with our dogs who loved it as well. We would stay here again"
The price is AED 378
AED 1,166 total
includes taxes & fees
24 Nov - 25 Nov
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome
Four Bedroom Plus Bonus Room Cape in Quiet setting
Exterior

Four Bedroom Plus Bonus Room Cape in Quiet setting

9.2 out of 10, Wonderful, (5)
"Needs a sign stating the house number. We drove back and forth for 1/2 hour looking for address to house. Also needs more plates and new pans for cooking. They are rusted."
Four Bedroom Plus Bonus Room Cape in Quiet setting
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
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay

Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay

9.6 out of 10, Exceptional, (35)
"It is a big house with 4 bedrooms and 2 full baths. It was very clean when we arrived It is about a half mile walk into Boothbay Harbor by way of the footbridge. There are many restaurants, and shops. You can go out on boat tours from the middle of the town. Our experience was very good and be enjoyed our stay"
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay
Cottage in Edgecomb - Waterfront Holiday Getaway
Exterior

Cottage in Edgecomb - Waterfront Holiday Getaway

10.0 out of 10, Exceptional, (25)
"Wonderful home, very clean and well stocked "
Cottage in Edgecomb - Waterfront Holiday Getaway
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 Waldoboro

Trade Winds on the Bay
Interior

Trade Winds on the Bay

3.5 star property
8.0 out of 10, Very Good, (137)
"Everything was wonderful. We will stay there again"
The price is AED 346
AED 411 total
includes taxes & fees
23 Nov - 24 Nov
Trade Winds on the Bay
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

8.4 out of 10, Very Good, (41)
"GORGEOUS house and view! Very spacious and accommodating. Things you should know before booking is that it is about an hour away from anything and everything. House could use some more TV's if you're going with children, pinball machines did not work and neither did "workout equipment" which was an elliptical and treadmill. One of the showers did not work and some of the fans that were provided did not either. I think its a tad over priced for its distance to do things but the views from...
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Unique oceanfront home with a deck, tons of natural light, & amazing views

Unique oceanfront home with a deck, tons of natural light, & amazing views

8.6 out of 10, Excellent, (53)
"Property was great. But we had no water for one of our three days of our stay. We had to call to get someone out to fix it, and they didn’t know how. It set the tone for our stay."
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.