
Vacation rentals in Waldoboro
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Top-rated vacation rentals in Waldoboro
Guests agree: these stays are highly rated for location, cleanliness, and more.

The perfect getaway - Camden/Rockport/Rockland
Bayview Suite is the perfect getaway! Centrally located in Rockport, allowing easy access to Camden, Rockland & Bar Harbor. Country living, yet close to downtown (2.5 miles) without the busy traffic and noise. Located on 20 acres with farmland and live stock surrounding this peaceful and beautiful property. Fresh local farm stands within walking distance. Mountain bike trail on property to reach the area ski lodge & swimming pond. Great for swimming, boating, fishing, biking, hiking & skiing.

Look! River Run Cottage on tidal salt waterfront
Maine the way life should be is not just an expression at River Run its a way of life. Located in Andrew Wyeth country (town of Cushing, Maine) River Run is a recently renovated 600 square ft cottage 75 ft off the St George river. It sits on 260 feet of privately owned tidal salt water river frontage just miles upriver from the Atlantic Ocean. Great for a romantic get away or to reconnect and recharge. Spend your time on the shore or sight seeing in the near by towns of Rockland and Camden

The Adams Suite on U-pick Blueberry Farm
Our one-hundred acre farm is located in the small rural village of Washington. It is located just 2/10 of a mile from the village center where the general store, village church, library, and town offices are located. Beautiful Washington Pond boat landing is only 4/10 of a mile away. Easy commute East (30 minutes) to the coast and must see towns of Rockland, Rockport and Camden or West (30 minutes) to our capitol Augusta. One hour and forty minutes to Bar Harbor and Acadia National Park.

Finding Joy
This lovely apartment is above our garage. You can come and go as you please. We have created a place for peace and solitude. Sit on the deck or look out the dining room window and see the woods and wait for the birds and wildlife that may be wonder through the yard. There is coffee and tea available, along with basic breakfast supplies, if you wish. Keyless entry allows for you to come anytime after check-in. Please note, you have to be comfortable with stairs to access the apartment.

Meadow Breeze cottage
Our peaceful 16 acre wetland meadow/ wooded property is teeming with birds and wildlife, wild cranberries, and a short trail system making this a perfect place to relax and enjoy nature year round. Seasonal access to the St. George River and White Oak Pond, allow for paddling May to October. We are just 3.5 miles from historic Union Common, the oldest Common in Maine, and 1/2 mile from Beth's Farm Market, featuring baked goods, fresh produce, milk, and fall activities in season!

Farmstay private entrance
Relax at this peaceful place to stay. There is no kitchen, but there is a small fridge, a microwave, and a coffee maker. If you are a spinner, or want to learn, please join us for Fiber Sunday 1 - 3 each week this summer. Enjoy the charisma of this old farm. It is a quiet place to to come after a sightseeing day, with a private porch. The bedrooms are located upstairs. Our living space is downstairs. There are 70 acres of fields and woods here with walking and riding trails.

Private tree-top loft 5 minutes from Damariscotta.
Relax in this cozy loft with a light-filled deck overlooking the woods, but just five minutes to downtown Damariscotta. This brand new loft above our barn is cozy with all you need for a perfect vacation. You can relax with your morning coffee above the trees. It has an indoor toilet, sink and breakfast bar and outdoor shower. We’re a semi-retired couple and love to share our 62 acres property with stream and meadow. There are quite a few stairs to the loft.

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

1830s Cape hosted by George & Paul
This 1830 cape is for rent by the month or weekly or for a two-night minimum stay. It is located at the edge of the historic village of Waldoboro. It offers a convenient base to sightseeing in midcoast Maine. It’s old-fashioned, decorated with plants, antiques and paintings and features a large, fully equipped kitchen, music room with piano, television room with pull-out sofa, full bath with stall shower and outside patio. Your hosts are right across the driveway.

SNOW SWEET, A Yurt for All Seasons
Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Salty Dog Hilltop Guest Suite (permit #STR26-57)
This guest suite is located in the lower level of our NetZero post & beam home which sits on a mountain overlooking the Penobscot Bay. The over 600 sq. ft. large open floor plan is spacious & clean with a large private patio. The location is quiet and peaceful while only 5 minutes from the action in downtown Rockland and only 15 minutes from Camden. This is a great home base to explore all that the Midcoast area has to offer.

Cookhouse Loft Waldoboro/ Suite of rustic lodging
Stay in our centrally located loft that historically doubled as a dance venue as well as an Army post. Walking distance to coffee, bar, hiking, library, theatre and restaurant Full commercial kitchen coupled with large private bed and bath, cathedral ceilings and original art. Cool and eclectic. Private entrance. Fun for artists,foodies and garden buffs and those ok with stairs. Not for children.
Popular amenities for Waldoboro vacation rentals
Stay near Waldoboro's top sights
Other great vacation rentals in Waldoboro

Farmside Lean-To at Wanderwood - South

Cheerful Cottage with Loft 9

Renovated 1911 Farmhouse on Peaceful Peninsula

Studio Apartment on Peaceful Coleman Pond

The Cottage at Red Top - Cozy Lakeside Year-Round

Thistledown Farm's Pennysworth - An 1800's barn.

The Craic House Maine #mainethewaylifeshouldbe

Near Lakes, Bay & Trails! Historic Waldoboro Gem
When is the best time to visit Waldoboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €183 | €172 | €161 | €173 | €175 | €198 | €201 | €198 | €194 | €167 | €220 | €207 |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Waldoboro?
Four-legged friends are welcome in Waldoboro. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Waldoboro?
Yes! Work meets play with ease at over 30 vacation rentals in Waldoboro featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Waldoboro?
Waldoboro has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Waldoboro?
Experience the best of Waldoboro with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Waldoboro have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Waldoboro. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Waldoboro have wifi?
Absolutely! We offer over 30 house rentals with wifi in Waldoboro. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Waldoboro have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Waldoboro. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Waldoboro?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 10 homes with a bbq area, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Waldoboro

Total vacation rentals
Explore 80 vacation rentals in Waldoboro

Nightly prices starting at
Waldoboro vacation rentals start at €43 per night before taxes and fees

Verified guest reviews
Over 3,420 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Waldoboro vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Waldoboro rentals

4.9 Average rating
Waldoboro stays are highly rated by guests—averaging 4.9 out of 5!
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- Popham Beach, Phippsburg
- Pemaquid Beach
- Popham Beach State Park
- Pemaquid Point Lighthouse
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Rockland Breakwater Light
- Maine Maritime Museum
- Sand Beach
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Camden Hills State Park
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Belgrade Lakes Golf Club
- Pineland Farms
- Reid State Park
- Lost Valley Ski Area
- Range Ponds State Park





