
House vacation rentals in Waldoboro
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Quick stats about house rentals in Waldoboro

Total vacation rentals
Explore 40 vacation rentals in Waldoboro

Nightly prices starting at
Waldoboro vacation rentals start at G$18,832 GYD per night before taxes and fees

Verified guest reviews
Over 1,200 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Waldoboro rentals

4.9 Average rating
Waldoboro stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Waldoboro
Guests agree: these houses are highly rated for location, cleanliness, and more.

Cute Midcoast Cottage w Hot Tub
Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.

Cozy home, woodstove, clawfoot tub, Waldo theater!
Cozy old home, comfy bed, clawfoot tub, woodstove and outdoor fire circle. Waldo Theater 5 min away, Rockland, Rockport, Camden, Wiscasset - all a half hour drive. Waldoboro is a charming "off the beaten path" town. Waldo Theater has amazing acts, movies and more, visit St. George Pizza in Warren for amazing fare, the Narrows Tavern in Waldoboro. Peter's Pond Preserve, 10 minute walk away, Dutch Neck Preserve boat launch. No washer/dryer, you provide your own sheets and towels. Peace & beauty!

Seaside House/Downstairs
Enjoy everything coastal Maine has to offer in this coastal home with great ocean views. The space is light and bright and yet cozy! The house has a well appointed kitchen and is well maintained. You will find everything you need and more in this comfortable seaside retreat. Access to the beach is a short walk away. The house sits across the street from Clam Cove and is not directly on the beach. Beach access is private, quick and easy. There is also a large back yard to play or relax in.

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Downtown-Walk to All Things Rockland
Cute, convenient, and clean recently renovated 1930’s cottage has two bedrooms, sleeps 4, a private backyard, and is within walking distance to downtown, restaurants, nightlife, co-op & supermarket, museums, shops, art galleries, Harbor Park, ferry and the waterfront. Enjoy off-street parking and an ocean view with the sun glistening off the harbor at the end of the street. This is a perfect home-base for a coastal Maine vacation and festivals. Discounts offered for weekly and monthly stays!

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

Long View Cottage on Pristine Broad Bay
Recent renovated 1,500 sq. ft. light-filled mid-century cottage on a beautiful peninsula overlooking Broad Bay. Eight acres of open fields down to one of the most pristine saltwater bays in Maine. Two private suites, each with their own access to the large open cedar deck with plenty of seating for sun bathing in the morning and cocktails in the evening. An outdoor shower for those who hate to come indoors. A fully equipped cook's kitchen. Washer and dryer. Three zones of air conditioning.

Bayview House 1br 2ba Stunning Harbor Views
Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpler time? Or long for days spent on the water or experiencing village life with friendly locals in charming pubs tasting local eats? Experience the simple joys of life with rustic yet modern amenities offered at this coastal 2-story home. Whether daily strolls by the water or taking in the sunset on your deck, you'll fall in love with this lovely New England destination.

The Barn
I call my place "The Barn" because as I was finishing it it took the shape and feel of a barn. It's not a barn. It's a quiet post and beam open concept building (a Jamaica Cottages kit) set among the fields of Appleton, Maine. You'll sleep in the loft or on a futon on the main floor. The bathroom is huge, 10X10, with a heated floor. It's an open concept kitchen and living space. From Appleton you are 20 miles away from the tourist destinations of Camden, Rockland, and Belfast.

Renovated home with amazing waterfront views
Welcome to Dancing Pines Cottage! We are located across from West Harbor Pond with beautiful water views in each room. Relax on the deck or bbq on the patio or take a short drive into charming Boothbay Harbor town for lobster rolls. We have three bedrooms and a den/office and 2 full bathrooms and can accommodate up to 7 guests. The house is private and has ample parking. One week rentals for June, July, and August (Saturday-Saturday). We accept either one dog or one cat.

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.

Peaceful Maine Haven
Rest and relax in this cozy cottage by the sea. Home has new appliances, kitchen, bathroom, flooring, furniture, doors, and paint! Located towards the end of one of Maine's peninsulas, this property is on a quiet road that is perfect for taking a walk or running with lots of sights to see! There is a marsh on one side of the home with birds and wildlife year-round; fox, deer, frogs, turkeys to name a few. Plenty of adventure awaits or cozy up and rest!
Popular amenities for Waldoboro house rentals
House rentals with a pool

Faith Lane with community pool

Coastal Retreat with Pool and Cheerful Vibes

House in the woods

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Dog Friendly Midcoast Cape

The Getaway - A River Paradise

Ocean View Retreat with Heated Pool / Hot Tub

There's No Place Like Home
Weekly house rentals

2 Acre Waterfront w/Canoes & Kayaks, Game Room

Renovated 1911 Farmhouse on Peaceful Peninsula

Unique Octagonal House with Private Beach!

Nature's Hideaway

The Loon's Nest - Guest Lodge

Cottage on the sea

Seal Ledge Retreat

Summer on Biscay Lake: Private Dock, Water Access
Private house rentals

The Little Castle

More Boathouse than Lakehouse

Peaceful Get-Away

Red Barn at The Appleton Retreat

Five Islands Waterfront Retreat

Coastal 4BR Farmhouse w/ Water Views, Walk to Town

Cozy Coastal New England Farmhouse

Sunset on the Shore
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