
Holiday rentals with outdoor seating in Waldoboro
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Waldoboro
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

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.

A cute little gem in down east Maine
It’s a cozy, private and calm space. Kind of “quirky artsy zen”. *Please note that there are steep stairs inside the apt. **Also stairs leading up to deck/door. *We are on route one/Main st. This is a BUSY road. FYI :) Guests say that the space is quiet. The location is convenient. 15 -20 minute radius to all the down east attractions. There are parks to walk dogs nearby. Laurels bakery is 2 minute walk down theThe downtown has restaurants, general store, coffee and art- to name a few!

1820s Maine Cottage with Garden
Enjoy a cozy shipbuilder's cottage in Bath, Maine. This quaint apartment attached to a family home has its own entrance and contains a bedroom, a bathroom, a kitchen, and a living room with antique details that reflect its 200-year old history. Only a 15-minute walk to historic downtown Bath, a 3-minute drive to Thorne Head Preserve, and a 25-minute drive to Reid State Park and Popham Beach. Come appreciate everything MidCoast Maine has to offer! PLEASE NOTE: This apartment has steep stairs!

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!

Little Apple Cabin on 5 acres, amazing stargazing!
Cabins don't come much cuter than Little Apple Cabin. It's as if someone stayed here and *then* invented the word 'CabinCore'. Nestled in the magical woods of Midcoast, Maine, this cabin is the perfect getaway. Located just 25 minutes from the coast, it's the perfect spot for exploring all that the midcoast has to offer. 20 minutes to Camden and Rockland, 25 minutes to Belfast. (No hunting allowed). Surround yourself by the forest, stargaze all night, and rejuvenate in nature.

Belfast Ocean Breeze
Welcome to an exquisite retreat nestled on a tranquil dead-end lane in the thriving coastal town of Belfast. With private access to Belfast City Park and Ocean, this charming space offers unparalleled serenity, and boasting breathtaking views of Penobscot Bay and beyond. The exceptional grounds offer an ideal setting for relaxation with the added allure of explorations along the shoreline or tennis/ pickleball at park/ year round hot tub. Near downtown and Rt. 1. No parties.

Private Guest Suite in Midcoast Maine
A spacious, serene & private guest suite room with original details, private bathroom & king bed. In a historic Sea Merchant's house, this can be your home base as you explore the Midcoast & Penobscot Bay. Take a short drive to the surrounding coastal villages of Camden, Rockland, Damariscotta & more. Situated on a quiet road, 2 min. drive from Rt 90 (less traffic) & Rt 1, which will take you up & down the lovely coast of Maine. See our guidebook for recommendations!

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.

Searsmont Studio
Fight inflation with a reasonably priced Maine vacation. Low prices, excellent value. Check our ratings. Peak Foliage Oct. 14-20 Entire studio efficiency apartment w/ private entrance above our garage. Fully furnished, including washer and dryer. Country setting on quiet road. Starlink High Speed WiFi/Satellite TV, full kitchen. gardens, lawns and picnic table. Close to Camden, Rockport and Belfast, but in the country.

Peaceful Guesthouse in Rockport
This peaceful studio guesthouse has everything you need for your Rockport/Camden trip. The unit comes with Wi-Fi, free parking, and laptop-friendly workspace. During your stay, you can enjoy your private studio with kitchenette. Within close proximity to Camden (3 Miles) and Rockland (6 Miles.) Rockport Harbor (1 mile walk) features several popular restaurants, coffee shops, and beaches. An ideal base to explore Rockport.

Fernald's Backside
Fernald's Backside is a sunny, comfortable 2nd floor apartment , tucked behind S. Fernald's Country Store in the heart of downtown Damariscotta. It features a deck with views of the Damariscotta River and Harbor. A one bedroom apartment with ample living space and full kitchen, it can sleep 5 with a double and single bed and a sleeper sofa. Fernald's Backside is Pet free.
Popular amenities for outdoor seating rentals in Waldoboro
House rentals with outdoor seating

Vernon's View

Cute Midcoast Cottage w Hot Tub

Cottage on Todd Bay

Gorgeous Studio on the Kennebec

Treetop Vista: stunning views, modern farmhouse

Secluded Retreat w/ Luxe Hot Tub & Forest Views

The Barn

Romantic Coastal Escape near Harbor
Apartment rentals with outdoor seating

Yellow Door Sunny New England House Apt STR25-31

Chic 1-Bedroom at the Heart of Boothbay Harbor

Comfy, Convenient Studio Apartment Near Downtown

Coastal Vintage Living

Oceanview Escape near Maine Beaches

Sunny In-Town Camden Studio, 10% weekly discount

Harbor for Two

The Gallery Apartment
Apartment rentals with outdoor seating

Charming, newly remodeled space atop Munjoy Hill.

Toddy Haven: A Lakeside Condo Near Acadia.

Home away from home cozy new Apartment in Oakland

Top Of The Line Stay!

Direct Ocean View on the Eastern Promenade

Waterviews + Sunsets + Boothbay/Gardens Aglow

10 Bed! 8 Bedrm! Enormous! Walk to bars! Parking!

Harbor View Cottage Unit A 2 bedroom downtown
Quick stats about holiday rentals with outdoor seating in Waldoboro

Total holiday rentals
Explore 50 holiday rentals in Waldoboro

Nightly prices starting at
Waldoboro holiday rentals start at € 69 per night before taxes and fees

Verified guest reviews
Over 2,040 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Waldoboro holiday rentals include wifi 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!
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- Rentals with a patio Waldoboro
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- Rentals with outdoor seating Lincoln County
- Rentals with outdoor seating Maine
- Rentals with outdoor seating United States
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Belgrade Lakes Golf Club
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Sandy Point Beach
- Fox Ridge Golf Club
- Hunnewell Beach
- Sand Beach
- Bear Island Beach
- Maine Maritime Museum
- Eaton Mountain Ski Resort
- The Camden Snow Bowl
- Lighthouse Beach
- Brunswick Golf Club
- Bradbury Mountain State Park
- Wadsworth Cove Beach
- Spragues Beach
- Farnsworth Art Museum
- Narrow Place Beach
- Rockland Breakwater Light
- Islesboro Town Beach




