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Compare 580 Vacation Homes in Waldoboro with updated reviews, rates, and availability.

Stay in this beautiful home: ocean views and access to midcoast Maine's charm!

9.0 out of 10, Wonderful, (14)
"This home is a gem. We had a great time! The view from the kitchen window is just beautiful. "
Stay in this beautiful home: ocean views and access to midcoast Maine's charm!

2 Bedroom Close to Town Home

9.2 out of 10, Wonderful, (27)
"We came into town last minute because of a family emergency. There’s not a ton of options in the area, unless you want to pay thousands of dollars. This place was conveniently located to our family with a good price. The home was comfy and the host was amazing. "
The price is AED 422
AED 961 total
includes taxes & fees
29 Apr - 30 Apr
2 Bedroom Close to Town Home

Oceanfront home on 6 acres with multi-level deck & spectacular view

10.0 out of 10, Exceptional, (15)
"Beautiful property that we wish we could have enjoyed more but it was perfectly cozy for a snowstorm. My only request is that of you can’t use the wood burning stove there should be some fire feature to enjoy during the winter even a gas one. "
Oceanfront home on 6 acres with multi-level deck & spectacular view

Beautifully renovated home w/ prime location - walk to the footbridge & downtown

9.4 out of 10, Exceptional, (50)
"Very clean place. Right across the town of boothbay. Very good communication with host. She was very helpful. Very good stay"
Beautifully renovated home w/ prime location - walk to the footbridge & downtown

Elegant home right in town with gorgeous water view, deck & interior

10.0 out of 10, Exceptional, (11)
"Open floor plan was great for family gatherings.Nice to be on the water and so close to down."
Elegant home right in town with gorgeous water view, deck & interior

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

Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You

9.8 out of 10, Exceptional, (121)
"We had such a great time. The property is very nice easy to walk around. The path to the dock is hard to find, the area and towns are beautiful. The house had everything in it that you needed. Awesome stay."
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You

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

9.2 out of 10, Wonderful, (83)
"This house is in perfect spot in Boothbay Harbor. Easy walk to town, right on the water. Everything about the house was perfect and exactly what we needed. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

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

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

10.0 out of 10, Exceptional, (1)
"Spacious and comfortable home with open floor plan. We really enjoyed our walks everyday - two blocks from crashing waves, pine trees and steps from the courts and field. It feels remote uniquely beautiful place, yet it is so convenient to stores and restaurants in Boothbay Harbor."
Welcome to Owl House - Your Coastal Retreat in East Boothbay!

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

In-town, coastal + relaxing in Rockland

10.0 out of 10, Exceptional, (23)
"I cannot say enough complimentary things about the “Salty Cape”!The listing photos and location were what drew me in initially and the reality did not disappoint! Our snowy week visit was brightened by the bright white: neutral Japandi decor! The homeowners know how to welcome visitors. There was nothing they had not thought oft that we could possibly need. Every room was outfitted. And comfortable!The kitchen and bath were top notch!Thank you Jin ….look forward to a return"
The price is AED 735
AED 1,818 total
includes taxes & fees
28 Apr - 29 Apr
In-town, coastal + relaxing in Rockland

Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.

10.0 out of 10, Exceptional, (84)
"Great stay, even in cooler weather (hot tub was great for this). Would love to stay here again in another season or for our annual April trip again next year. Plenty of room in the house for kids, parents and grandparents. Zero complaints!"
Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.

Lovely Waterfront Owls Head Home w/ Own Beach

10.0 out of 10, Exceptional, (49)
"We thoroughly enjoyed our visit to Owl’s Head and our stay! The home was lovely, very spacious, cozy, spotless, well apportioned, with an incredible view of the ocean. A perfect mini vacation to wrap up winter and welcome spring! "
Lovely Waterfront Owls Head Home w/ Own Beach

Private and Calming Waterfront to the Rescue!

9.6 out of 10, Exceptional, (77)
"clean place listed accordingly "
Private and Calming Waterfront to the Rescue!

Historical New England home with outdoor shower - near downtown

9.2 out of 10, Wonderful, (32)
"We came up to celebrate my dads birthday with my family and it was perfect."
Historical New England home with outdoor shower - near downtown

Coastal bungalow with large yard, beautiful kitchen, & great location

9.4 out of 10, Exceptional, (30)
"We had a wonderful stay! Perfect location to Boothbay and surrounding areas! The home was very clean and it was great have 2 full baths. Planning on booking again next year!"
Coastal bungalow with large yard, beautiful kitchen, & great location

Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities

10.0 out of 10, Exceptional, (14)
"Wanted to see the trolls at the Coastal Maine Botanical Gardens and explore lighthouses in the area. Great location. Enjoyed the view of the bay of Boothbay Harbor."
Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities

Cozy cottage in woodland setting near to hiking biking and lakes

10.0 out of 10, Exceptional, (5)
"We really enjoyed this property for our 4th visit to the Maine mid-coast area this year. It was a private and quiet setting surrounded by trees decked out in beautiful fall foliage. Easy access to Camden and many idyllic little townships. Some beautiful hiking nearby too. The house was tidy with an easy layout and good beds. We lacked nothing and were very comfortable. Host Mark was quick to respond if we had any questions. The house is multi-level so there are stairs.We will stay again...
Cozy cottage in woodland setting near to hiking biking and lakes

Idyllic Washington Retreat w/ Fire Pit & Yard

9.2 out of 10, Wonderful, (12)
"We stayed here because it was outside of Augusta and centered between the coast line, Moosehead Lake, and the scenic NatIonal Park."
Idyllic Washington Retreat w/ Fire Pit & Yard
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

4.0 star property
8.2 out of 10, Very Good, (207)
"I liked that it was centrally located."
The price is AED 436
AED 475 total
includes taxes & fees
27 Apr - 28 Apr
Trade Winds on the Bay

Point Lookout

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great cabin with all the comforts of home!"
Point Lookout

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

3.0 star property
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor
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.