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

Upscale OOB Beach House | Seasonal Heated Pool
This was the perfect home base for exploring various parts of the Maine coast. Beds were comfy, and each room had a wall unit to make it the temperature you like. Our kids loved being upstairs in the 3 beds room and having their own space. WiFi worked great, and that was with 7 of us on it doing various things - adults working, kids streaming. Would definitely stay here again.

Luxe Liberty: Getaway with Heated Indoor Pool!
This was one of the most memorable places I have ever lived at! The property is huge, well maintained and just a perfect getaway spot with the right amount of amenities. Will definitely recommend this place 10/10 to anyone visiting Acadia National Park.

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.

Lovely home with hot tub and pool
I had a wonderful stay., they were fantastic in accommodations for me and my service dog who loved the yard. The home is beautiful and the host was very accommodating. communication was great. I look forward to staying there when I’m in that area again.

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!
We loved staying here! Everything was clean and well stocked, and Angela was extremely responsive and helpful!

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!
Weekly house rentals

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

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!

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!

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
I loved this home. So much character. The surroundings were so beautiful with wild flowers, & a serene walking trail. The hosts were responsive and friendly. Their left us new coffee & condiments to use during our stay. That was very much appreciated and very practical. The beds were very comfortable & I found myself wishing to be there again after we left.

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.
Private house rentals

Brand New! Fire Pit & Grill, Movie Room, Pets
Hunters home was exactly as described. Amenities were plentiful and he was incredibly responsive throughout the entire process. We brought our two dogs and he made sure to apply little touches to accommodate them as well. Home was I credibly clean, rooms were well decorated and comfortable! Surrounding areas were also easily reachable. Wonderful stay!

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!

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!

Sunset Retreat on Brewer Lake
We had such a nice stay at Ross and Dana’s place! The home was spacious and private, and we loved waking up for a view of the lake with our morning coffee. Whether it was going for a paddle on the lake or taking a day trip into Acadia, their place was the perfect location for our stay!

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
Quick stats about house rentals in Waldoboro
Total rentals
30 properties
Nightly prices starting at
R1,446 ZAR 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