Holiday Homes in Waldoboro

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Featured Holiday Homes in Waldoboro

Our top choices for Waldoboro holiday homes

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

9.6 out of 10, Exceptional, (38)
"Very clean and had everything we needed for a nice long weekend with our pup in Boothbay Harbor"
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (76)
"Clean"
The price is AU$589
includes taxes & fees
1 Sept - 2 Sept
Comfortable, Close to Town Home, with Oceanview.

2 Bedroom Close to Town Home

9.2 out of 10, Wonderful, (36)
"Very clean and nice property as advertised."
The price is AU$402
includes taxes & fees
1 Sept - 2 Sept
2 Bedroom Close to Town Home

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (30)
"The owners were ver accommodating and the place is a quiet, pretty location "
The price is AU$524
includes taxes & fees
8 Sept - 9 Sept
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Oceanview Bungalow Style Home in Owls Head

9.8 out of 10, Exceptional, (57)
"Great property for family to visit Maine. Thank you!"
Oceanview Bungalow Style Home in Owls Head

Maine Coast Mountain Retreat

10.0 out of 10, Exceptional, (1)
The price is AU$813
includes taxes & fees
1 Sept - 2 Sept
Maine Coast Mountain Retreat

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

10.0 out of 10, Exceptional, (27)
"Nice and quiet location but only 10-15 minute ride to downtown and local area attractions."
2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year

Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views

9.6 out of 10, Exceptional, (33)
"The proximity to our activities and space for our family was perfect."
Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views

Beautiful River-View Retreat | Home Office | Walk 5 MInutes to Main Street

9.6 out of 10, Exceptional, (18)
"Nice house, close to great dining and only 5 min to a great grocery store"
Beautiful River-View Retreat | Home Office | Walk 5 MInutes to Main Street

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

9.2 out of 10, Wonderful, (92)
"We enjoyed the view from this home and the location very much. Easy walkability to town and having Dunston’s right down the street was a fun perk. The communal spaces are small but cozy. The weather was rainy while we were there so we spent a lot of time nestled up reading and enjoying the view. My only complaint was there was no coffee provided—pretty small gripe and easily remedied!"
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Elegant Historic Home with Refined Interiors and Private Outdoor Spaces

10.0 out of 10, Exceptional, (3)
"The house was charming, clean and in the perfect spot. We could walk to town easily and there was plenty of room in the house to accommodate us eating in. We will book again and highly recommend. "
Elegant Historic Home with Refined Interiors and Private Outdoor Spaces

Clean Cozy Cottage Downtown Camden

9.6 out of 10, Exceptional, (20)
"Really nice classic beach cottage remodeled and sweet! Beautiful yard, closet is amazing. I’d come back. "
Clean Cozy Cottage Downtown Camden

Waterfront home with beautiful bay views - near shops & dining

9.4 out of 10, Exceptional, (27)
"Very clean, great location, great amenities. Hiy recommend this location"
Waterfront home with beautiful bay views - near shops & dining

Lakeside Retreat in Boothbay, Maine with Private Dock & Scenic Views

9.6 out of 10, Exceptional, (8)
Lakeside Retreat in Boothbay, Maine with Private Dock & Scenic Views

Come Spring Farm Glamping Dome 2

The price is AU$440
includes taxes & fees
1 Sept - 2 Sept
Come Spring Farm Glamping Dome 2

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

9.8 out of 10, Exceptional, (85)
"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

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

8.2 out of 10, Very good, (23)
"Wonderful stay!"
Quaint Coastal Cottage w/ Deck & High-Speed WiFi - Walk to Town

Cedar Cove: a tranquil retreat on the water just minutes from Boothbay Harbor

9.8 out of 10, Exceptional, (22)
"A beautiful spot and a convenient location to Boothbay Harbor. We had a lovely weekend staying at this beautiful home to attend a wedding nearby. A fairly private location in a neighborhood setting which was perfect for us with a dog. If we ever come this way again, we would love to stay here again. "
Cedar Cove: a tranquil retreat on the water just minutes from Boothbay Harbor

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

8.8 out of 10, Excellent, (3)
"Huddle House was a perfect fit for my family when visiting the area for a family reunion. It was clean, comfortable, and well stocked. We loved that it was an older home with a lot of character."
Single-family home situated on the waterfront in the beautiful midcoast Maine

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

10.0 out of 10, Exceptional, (122)
"We had a lovely time staying at your wonderfully cozy and charming property - thank you for a great experience!"
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water 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.
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Top Waldoboro Hotel Reviews

Find out more about Waldoboro

Find out more about Waldoboro

Waldoboro Holiday Homes information

Number of reviews
22
Accommodation
712 Holiday Homes
Lowest Price
AU$402
Highest Price
AU$813