
House holiday rentals in Waldoboro
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Top-rated house rentals in Waldoboro
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Popular amenities for house rentals in Waldoboro
House rentals with a pool

Cozy, fun, 3 bedroom home with a pool and Hot Tub.
Me and my friends loved this BNB!! The hot tub was amazing and the pool was an awesome addition. Instructions were clear and even called to walk me through everything. Plenty of places to sleep and loads of places to go!

Luxe Liberty: Getaway with Heated Indoor Pool!
this was the 3rd time our family has stayed,again we had a fantastic time! We chose to return due to the great space, a fabulous indoor pool, great kitchen and an amazing view. Great attention to details, comfortable for large families or groups and peaceful for just 2.

Coastal Retreat with Pool and Cheerful Vibes
We felt like at home. The house is located in a private property with swimming pool and tennis courts. It’s very clean and very peaceful. Just a clarification about the description : there’s no bathroom in the basement. Then if you come with elderly people or very young kids, it could be annoying. If you like cooking, the kitchen is very well equipped. We´ll keep a very good memory of our stay in Ducktrap Retreat during the colorful foliage season.

House in the woods
Booked this place for our anniversary to get away from the city for a weekend.. we found exactly what we were looking for! The hot tub was wonderful, the house was clean and cute, and we had everything we could have needed! Estelle was very responsive and gave clear instructions for everything. Would recommend this place for a quiet getaway or a small group trip in the summer!

The Boathouse at Spruce Harbor
My return visit to the Boathouse was even lovelier than I hoped it would be. The location can't be matched by anything else I've seen. I enjoyed a September visit with my dog and was lucky to have pristine weather. I lived a very simple and healthy outdoors life and came home the better for it. The Boathouse is true to its description: it is simple and rustic and uncomplicated but well-equipped, and is perfect for one-and-dog, or for two people. A little coming-and-going from the neighboring houses meant that I didn't feel isolated. Margaret is truly an exceptional and friendly host who communicates promptly and clearly. I almost hesitate to share "my" Boathouse location with too many of my back-home friends because it feels so intimate and special. I already want to be back there. I offer my deep thanks to Margaret and to the place that I could - briefly - call home.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Angela was a fantastic host, responding quickly to any questions. The home was nice, close to downtown, and a HUGE yard for the dogs

There's No Place Like Home
Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!

OOB Oasis - 5BR private Retreat w/ Pool
Great house! Very spacious, plenty of bathrooms, and fantastic location. Very easy to communicate with the owners and check in/out was simple. My minor only critique is that we wish the grill were a bit bigger and nicer. We wanted to grill one day, but we were a little disappointed and unable to do so due to the grill quality. Would definitely stay again!
Weekly house rentals

Hobbs Pond Nature Retreat
Loved being at the cabin for the week. Coffee outside on the lower porch, walks down to the pond, and the cool breeze through the house in the evenings. The house had everything we needed and more. Definitely stop by Hope general store if you’re staying here! Hostess was available but not invasive, great experience

Weskeag Cottage - Clean & Bright, Arcade, Fire Pit
This was our first trip to Maine's Mid-Coast and we fell in love! This home was in the perfect location! Very close by to Owl's Head, Rockland, Camden and Port Clyde! We were all able to spread out and feel at home. We even cooked fresh Maine lobsters and steamers (end of Dec) we got from Jess's! in the kitchen. The little ones loved the fun games in the lower-level! We'll most definitely be back!

Starr House
What a beautiful home— such awesome details, mindful updates, excellent history. Ben and Emily have done an incredible job decorating. Also to note, the kitchen is very well stocked with quality cookware. The house felt very clean. We really enjoyed our stay. One minor thing about the highway 1 out front… it’s a little busy, but with the fan on we couldn’t hear a thing and slept great! Thomaston and the surrounding area has so many hidden gems we could’ve spent a lot longer in the Mid Coast!

RiverView
Very easy process, clean and just what I needed for a few days appreciate the quick responsiveness

The River House
We stayed here for our first wedding anniversary and it was absolutely perfect. The place was peaceful, spotless, and had everything we needed for a relaxing getaway. We loved how close it was to all kinds of fun activities, but honestly, we could have spent the whole time just enjoying the property. The sound of the river right outside was so calming—we fell asleep to it each night. There’s a cozy outdoor firepit we made good use of, and the hosts even left us a thoughtful local Maine gift at check-in, which was such a sweet surprise. Can’t recommend this spot enough!

The Round Retreat - Tenants Harbor
Gregory and Sara’s place is comfortable, beautifully decorated and very well equipped. Set back from the road and surrounded by trees, the round house is perfectly located and from the inside, enjoys views of trees and birds out of huge windows. We felt very welcome and enjoyed the wine, delicious coffee and popcorn that awaited us! If you are looking for a secluded place in nature and a short drive to picturesque mid-coast harbors, this is the place for you.

Lilypad on Damariscotta Lake by Rocky Coast Rental
The location of this property is unbeatable. Close enough to town, but lakeside down a quiet wooded road. Kids were thoroughly entertained with the outdoors, and my son caught his first fish off the dock to round out a memorable weekend.

Wildwood Acadia Salt House: 55 minutes from Acadia
This is a really beautiful space in an even more beautiful stretch of woods and coast that gave us truly the best of Maine! Hosts were very quick and helpful with various requests and questions (even when we got locked out), and the space was a lovely honeymoon spot for my husband and I.
Private house rentals

Serene & secluded 2 bedroom cottage
Fantastic place to rent, I fully recommend it! It was winter, and I’m a solitary person. Linda and Frank respected that while still unobtrusively checking on me to make sure I had what I needed. I’m a weaver, Linda is a quilter and we had really enjoyable conversations. She had great recommendations for yarn and consignment shops (another passion of mine and there are some fine ones around). I will come back when life slows. Linda and Frank, wholehearted thanks to you both!

Midcoast Maine Homestead for Peaceful Getaways
Sweet home, great layout. Perfect place for our visit to family in Rockland for a dear young family member's Celebration of Life. This home gave us a relaxing base to call home over an emotional weekend. And we were able to comfortably host an impromptu gathering of family and friends. The kitchen had all the equipment we needed to whip up a pasta dinner, and there was plenty of space to hang out. The Kids vs Adults trivia game was a welcome addition and helped to make it a warm and wonderful evening. Thanks, Martin!

Most Sought After Property on Lake Damariscotta!
The house was great and matched what the description was. Very spacious and everything needed. Matthew was also very responsive when I had questions. Would stay there again for sure!

House on Lake St. George
Corie was so responsive with answers to questions about wifi and check-in to fun day trips we should try while we are there. The view of the lake is the best and the swimming was wonderful. Plus loved the paddle boat. Very relaxing!!

Treetop Vista: stunning views, modern farmhouse
Our stay was calm, comfortable, peaceful, beautiful. The home has gorgeous scenic views from all the large windows in about every room. We experienced all the comforts of home. The house is well stocked for all our needs in kitchen and elsewhere. Our hosts were very helpful and responsive. Give it a try, and you will not be disappointed. 😊

Cozy Country Cottage On 10 Acres
The cottage was beautiful, I loved the artwork and light fixtures. The small details made Babettes home lovely and peaceful. I enjoyed watching the deer in the back meadow in the evenings and was most appreciative that my pup was welcomed there as well. I highly recommend if you tee looking for a quite get away

Greenland Cove Coastal Cabin
Crissy and this beautiful cozy cabin in the woods, are both wonderful! Arrangements couldn’t be easier, lots of recommendations for things to do, but just hanging out in the home is nice too. Great place to unwind.

Oyster River Farm
A beautiful stand-alone building in a beautiful property. Walk to Oyster River in the winter was amazingly invigorating. The house is deceivingly huge, charming and well equipped. Just outside of Thomaston, it feels secluded and very peaceful
Quick stats about house rentals in Waldoboro
Total rentals
30 properties
Nightly prices starting at
$103 SGD before taxes and fees
Total number of reviews
980 reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Popham Beach State Park
- Samoset Resort
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Pemaquid Point Lighthouse
- Wolfe's Neck Woods State Park
- Maine Maritime Museum
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Hero Beach
- Sand Beach
- Three Island Beach
- Spragues Beach
- Pinnacle Park
- Eaton Mountain Ski Resort
- Head Beach
- Pebbly Beach
- Narrow Place Beach
- Lost Valley Ski Area
- The Camden Snow Bowl
- Bear Island Beach