
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

Luxe Liberty: Getaway with Heated Indoor Pool!
We had a great stay at this house. It was an awesome location, very private, and not too far from necessities. The house was incredible and very well organized for easy living experience. Rebecca was great with the check in and check out instructions. Everything we had to do was very clear. I also left some clothing in the dryer and she was great with quick communication in order for me to be able to get my things back after we had already checked out. 100% would visit again.

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.

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!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
My stay was very comfortable. The property was well kept and updated. The beds and furniture were were in perfect condition. Both the house and the grounds were exceptionally clean and well maintained. I would visit again!

Dog Friendly Midcoast Cape
BEAUTIFUL Home!! Tons of space to relax and spread out with our family! The beds were very comfortable! We really appreciated all of the bathrooms for our group! The kitchen was huge and so handy for preparing meals! I absolutely loved the style and atmosphere of this wonderful home! We also loved being able to bring our dogs!! We had a lovely time and we would most definitely come back!!! 🥰

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!

The Hill's on Buttonwood
Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown

Dreamy Indoor Pool/Hot tub/Sauna Near Beaches
It's often difficult to find somewhere that is nice, updated, clean, AND allows pets. Usually we sacrifice something when we bring our dog. This rental is all around great. Location is close to amenities but in a quiet neighborhood. House was clean and updated, pool and hot tub were awesome, and it was SO nice to have a fenced in yard for our little girl. The garage was an added bonus as it makes loading and unloading a breeze with rainy weather! We would definitely stay here again if we come to Scarborough. Thanks Alexa!
Weekly house rentals

King beds-Charming Retro 3BR+Office House
This was our first experience with an Air B&B and happy that it was with Spencer. Our main reason for the East Coast trip was to see our grandsons football games at Bowdoin College and it was a perfect location. We stayed for seven weeks and loved the experience.

Historic, pastoral home in charming Yarmouth, ME!
A perfect Thanksgiving Getaway! My family had an unforgettable Thanksgiving at Maria’s property! From the moment we arrived, we felt welcomed and at home - perfect for a holiday stay. The check in process was seamless and Maria was extremely responsive and friendly, making sure we had everything we needed. The space was spotless and exactly as described in the listing, and the kitchen was fully equipped making it easy to prepare our Thanksgiving meal! Being able to meet the host’s sweet dog, horses and chickens was a bonus. We’re so grateful to have spent Thanksgiving there and couldn’t have asked for a better host or a more perfect setting. We’d love to return again!

Cozy & quiet on the river... the Captain's House
The hosts were very prompt in communicating. The thoughtfulness they have put into furnishing the property is amazing. It has a very vintage nautical feeling to it. The house is extremely well appointed. We didn’t have any problems at all. The surroundings are off the beaten path which we especially appreciated. It’s a short 10 minute drive to Damariscotta Downtown. I would highly recommend this property.

137 Shore Road Ocean Point view now with WiFi
Jerry's house was a great location with terrific views. The house was tastefully decorated and immaculate. A perfect Maine getaway that we cannot wait to go back to in the future.

Oceanfront, Mere Point year round home Brunswick
Loved the layout of the house. Great kitchen and master bedroom. Master bath a little cramped. Enjoyed the view and outdoor seating.

Cozy Cottage With River View
Jeremy and Ellen are fantastic hosts. Very communicative during booking and prior to arrival with suggestions of what to do (we were travelling from the UK). We stayed for 16 nights and the house felt like home - it has everything you need. Absolutely fantastic place to stay and we really recommend it.

Charming Belfast home. Walk downtown/water
We had a lovely stay! We were only in town for one night to attend a funeral the next day, but it was a very nice to spend our time.

Downtown "NamaStay"
Annie's place is a clean, well kept older home. We really appreciated her accommodating our early check in, so we could be on time for our tour. The home is well stocked with linens and towels and in a great location. We were able to walk to downtown with delicious restaurants and shops. Our family was happy to each have a bedroom to sleep comfortably, and having air conditioning as an amenity was very helpful in our decision to stay here. Thank you Annie for your suggestions and hospitality for our stay in Rockland :)
Private house rentals

Cove House
We have been going to this area of Maine for over fifty years. I found this gem several years ago and haven’t stayed anywhere since. I find it to be peaceful, walkable to the center via footbridge, it’s all that we want. Kathy is a great host, quickly responds to any questions or needs you may have. We always know we will have a great experience staying here.

Kirby Island Road Retreat
Loved staying at this cabin! I was a last minute booking and the hosts were super nice and accommodating. Would recommend these hosts and this cabin to everyone!!

Distinctive Home & Garden
My friends and I traveled to Portland, ME for a book club trip and we were so lucky to have found Marie’s house. We had an incredible stay at her peaceful home. The location was serene, providing a perfect escape from the hustle and bustle of everyday life. The house was spotless, well-maintained and had all of the amenities we needed for a comfortable stay. Marie was a wonderful host, she was very attentive, left detailed instructions and recommendations. I highly recommend this home to anyone looking for a relaxing, worry-free getaway!

Beautiful Coastal Maine Getaway
Beautiful house that actually felt like a home! Randy was also very helpful and responsive. Kitchen and bathrooms were well stocked with everything we needed. Great experience overall!

Modern & Sunny East End House. Private Parking!
Our family of four thoroughly enjoyed our stay at Jennifer’s! She was so kind to provide a pack & play for our baby and send over a long list of family friendly restaurant recommendations. We used many of her suggestions. Very comfortable stay in a beautiful sunny home!

Cozy Home on Orland River
We enjoyed our first day with beautiful views overlooking the Orland River. Period we spent pleasurable mornings and evenings on the deck between the river and the peak autumn foliage. The cottage has a well-stocked kitchen; the beds were comfortable and the ambiance was cozy and rustic. It is within an hour drive to Acadia, or Belfast. Lots to do, especially if you’re a nature lover. Another plus was how friendly, responsive, and proactive Matthew was. It was a pleasure having him as our host. Hope to come again.

Sweet home away (pet friendly)
Just as described! Very clean. Far enough to feel private but still close to grocery stores, shops, and nearby towns! Lisa is great at communicating and it was a seamless process! Had a wonderful new year’s getaway!

Great Modern Space and House
We had an excellent stay at Mariella’s place. The cleanliness stood out to us and was much appreciated. Mariella was very accommodating and there for any questions or concerns. We felt right at home. Her home was in great location of a neighborhood for comfort and privacy while also be very convenient and a short ride to downtown Portland. I would recommend her home.
Quick stats about house rentals in Waldoboro
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ294 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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- Fox Ridge Golf Club
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Popham Beach State Park
- Samoset Resort
- Wolfe's Neck Woods State Park
- Pemaquid Beach
- Spragues Beach
- Pinnacle Park
- Coastal Maine Botanical Gardens
- Pemaquid Point Lighthouse
- Narrow Place Beach
- Sand Beach
- Falmouth Country Club
- Andrews Beach
- Bradbury Mountain State Park
- Martindale Country Club
- Lost Valley Ski Area
- East End Beach
- Mile Beach
- Hunnewell Beach
- Head Beach
- Maine Maritime Museum
- Pebbly Beach