House holiday rentals in Waldoboro

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Popular amenities for house rentals in Waldoboro

House rentals with a pool

Guest favourite
Home in Bangor
4.97 out of 5 average rating, 310 reviews

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

KaitlynnRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Liberty
4.91 out of 5 average rating, 75 reviews

Luxe Liberty: Getaway with Heated Indoor Pool!

WendyRating, 5 stars1 week ago
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.
Superhost
Home in Lincolnville
4.86 out of 5 average rating, 14 reviews

Coastal Retreat with Pool and Cheerful Vibes

AnneRating, 5 stars8 months ago
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.
Superhost
Home in Washington
4.86 out of 5 average rating, 7 reviews

House in the woods

SavannahRating, 5 stars6 months ago
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!
Superhost
Home in Stonington
4.95 out of 5 average rating, 20 reviews

The Boathouse at Spruce Harbor

Janette Is pronounced as YanetteRating, 5 stars9 months ago
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.
Guest favourite
Home in Portland
4.95 out of 5 average rating, 128 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

MatthewRating, 5 stars1 week ago
Angela was a fantastic host, responding quickly to any questions. The home was nice, close to downtown, and a HUGE yard for the dogs
Guest favourite
Home in Portland
4.82 out of 5 average rating, 110 reviews

There's No Place Like Home

JeremyRating, 5 stars8 months ago
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!
Top guest favourite
Home in Old Orchard Beach
4.96 out of 5 average rating, 109 reviews

OOB Oasis - 5BR private Retreat w/ Pool

JohnRating, 5 stars1 month ago
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

Top guest favourite
Home in Hope
4.98 out of 5 average rating, 59 reviews

Hobbs Pond Nature Retreat

TimRating, 5 stars1 week ago
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
Top guest favourite
Home in South Thomaston
5 out of 5 average rating, 41 reviews

Weskeag Cottage - Clean & Bright, Arcade, Fire Pit

ChrisRating, 5 stars5 months ago
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!
Top guest favourite
Home in Thomaston
5 out of 5 average rating, 11 reviews

Starr House

AlexRating, 5 stars9 months ago
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!
Superhost
Home in Thomaston
4.88 out of 5 average rating, 56 reviews

RiverView

NicholasRating, 5 stars1 month ago
Very easy process, clean and just what I needed for a few days appreciate the quick responsiveness
Superhost
Home in Belfast
5 out of 5 average rating, 3 reviews

The River House

TieganRating, 5 stars6 days ago
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!
Top guest favourite
Home in St. George
4.93 out of 5 average rating, 60 reviews

The Round Retreat - Tenants Harbor

JoannaRating, 5 stars3 weeks ago
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.
Superhost
Home in Nobleboro
4.88 out of 5 average rating, 8 reviews

Lilypad on Damariscotta Lake by Rocky Coast Rental

KateRating, 5 stars8 months ago
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.
Superhost
Home in Stockton Springs
4.8 out of 5 average rating, 40 reviews

Wildwood Acadia Salt House: 55 minutes from Acadia

MarisaRating, 5 stars5 days ago
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

Top guest favourite
Home in South Thomaston
5 out of 5 average rating, 16 reviews

Serene & secluded 2 bedroom cottage

JudithRating, 5 stars3 months ago
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!
Guest favourite
Home in Thomaston
5 out of 5 average rating, 8 reviews

Midcoast Maine Homestead for Peaceful Getaways

JennyRating, 5 stars8 months ago
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!
Top guest favourite
Home in Jefferson
4.97 out of 5 average rating, 61 reviews

Most Sought After Property on Lake Damariscotta!

BryanRating, 5 stars4 months ago
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!
Superhost
Home in Liberty
4.76 out of 5 average rating, 21 reviews

House on Lake St. George

Mary BethRating, 5 stars10 months ago
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!!
Top guest favourite
Home in Hope
5 out of 5 average rating, 94 reviews

Treetop Vista: stunning views, modern farmhouse

SusanaRating, 5 stars1 month ago
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. 😊
Top guest favourite
Home in Lincolnville
5 out of 5 average rating, 24 reviews

Cozy Country Cottage On 10 Acres

SuziRating, 5 stars4 weeks ago
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
Superhost
Home in Bremen
4.9 out of 5 average rating, 79 reviews

Greenland Cove Coastal Cabin

JocelynRating, 5 stars8 months ago
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.
Top guest favourite
Home in Thomaston
4.98 out of 5 average rating, 40 reviews

Oyster River Farm

EstuardoRating, 5 stars3 months ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Lincoln County
  5. Waldoboro
  6. House rentals