House holiday rentals in Waldoboro

Find and book unique houses on Airbnb

Top-rated house rentals in Waldoboro

Guests agree: These houses are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Old Orchard Beach

4.83 out of 5 average rating, 60 reviews

Feb/April school breaks available. 8 bedrooms

Large, single family home with 8 bedrooms. Big modern kitchen with 2 refrigerators and everything you need, dining area, family room. Free washer/dryer. Air conditioning and ceiling fans in every bedroom and common areas. Large deck and fenced in yard. 4 minute walk to the beach and a 3 minute walk to the main strip and amusement park. Close to all the action, but still far enough away from the crowds to relax outside and enjoy a fire!!! This is a family friendly house and we are not looking to rent to High School graduates looking for a place to get together before going off to college. Fully furnished home with 6 queen beds, 2 twins, 1 set of bunks and 1 fold down sofa bed. Also has beach chairs, bikes, beach wagon, umbrellas. You will need to bring your own sheets and towels. Pillows and blankets are provided. Light housekeeping is also required at the end of your stay. Cleaning supplies are also provided. Wifi included!!!! Pets considered!!!

Guest favourite

Home in Falmouth

4.89 out of 5 average rating, 247 reviews

Amazing Bay View Home with Hot Tub

This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

Superhost

Home in Owls Head

4.79 out of 5 average rating, 124 reviews

Bayview- Lobster Dinner included!

Come enjoy this newly updated house! This rental includes a lobster dinner for all guests, caught by a local fisherman and delivered to your door in the same day! Seasonal water views of Rockland Lighthouse. With expansive backyard and deck, great for grilling, lounging and visiting. Local artwork decorate the walls and wood floors run throughout. The kitchen is well stocked for your needs. The rooms are equipped with flatscreen smart TVs with Roku and Amazon Prime. Come experience real Maine!

Guest favourite

Home in Litchfield

4.92 out of 5 average rating, 135 reviews

Beautiful lake house on Tacoma Lakes near Coast

Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened in Porch w/peaceful views 3 spring fed lakes joined by 2 bridges Private dock Bring your boat or local company can rent/deliver motor boat Canoe/2 Kayaks Wifi/3 SmartTV/Alarm System FirePit, Gas Grille, Lawn Chairs Shuffleboard table Washer/Dryer Provided: linens/towels/soap/shampoo/detergent NO SMOKING-NO PETS-NO SHOES INSIDE (please) *Must sign separate water front liability waiver after booking No cameras inside or out

Top Guest favourite

Home in Portland

4.97 out of 5 average rating, 218 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

A charming craftsman-style home with beautiful water views, comfort, and character! This house features six bedrooms, three bathrooms, ample common spaces, and a fully outfitted kitchen. Hardwood floors and original trim add warmth and charm to the space, and modern updates ensure a comfortable stay. Just minutes from Portland's Old Port, the house commands sweeping water views of Casco Bay and the Presumpscot River. Guests will enjoy the hot tub, private patio, yard and plenty of parking.

Guest favourite

Home in Oakland

5 out of 5 average rating, 24 reviews

Peaceful 5 bedroom 4.5 bath waterfront house

This newly built (2021) Colonial has over 75 ft of shore frontage adjacent to the hosts 6 bedroom Cape Cod style house. Centrally located minutes from Intersate 95 and Colby College , Thomas college, and other Belgrade lakes destinations. Bar Harbor and Acadia National Park are only a couple hour drive through scenic countryside. In the winter you can ice fish, cross country ski, snowmobile, or enjoy the quite of the lake. Sugarloaf and Sunday River ski resorts are a 60 minute drive.

Guest favourite

Home in Cushing

4.95 out of 5 average rating, 132 reviews

Dockside Retreat - 2025 booking quickly

This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

Superhost

Home in Owls Head

4.9 out of 5 average rating, 207 reviews

Comfortable, Close to Town Home, with Oceanview.

This conveniently located home is 1.5 miles from downtown Rockland and all the local festivals. It is a short drive to Camden & Thomaston and only minutes to the Farnsworth Art Museum & Transportation Museum . Centrally located, about 1.5 hours from both Portland and Bangor and only 2 hours from Acadia National Park. Local amenities include, beaches, scenic hiking trails, light houses, lakes, golf, skiing, art galleries, and of course lobsters.

Guest favourite

Home in Old Orchard Beach

4.86 out of 5 average rating, 14 reviews

Peaceful Sun and Fun Cabin-B

Your well needed relaxing and peaceful getaway awaits in this newly renovated cabin centrally located on a quiet safe street with short walk to the beach, restaurants, and Pier and amusements. This newly renovated 1-bedroom cozy cabin is perfect for a those looking to spend a peaceful and lovely time near the white sand in Old Orchard Beach. There is a hiking trail and biking trail beginning at the end of our street.

Guest favourite

Home in Old Orchard Beach

4.91 out of 5 average rating, 176 reviews

Beach Getaway House

Recently updated home in the heart of beautiful Old Orchard Beach. In town lot with convenient off street parking, a back yard, and many fun and exciting amenities within walking distance away. The beach is .3 miles away and a short 5 minute walk. This includes clean linens, towels, a fully stocked kitchen with appliances and anything you will need for 1 night or for a family gathering.

Top Guest favourite

Home in Old Orchard Beach

4.98 out of 5 average rating, 89 reviews

Woods Lane Golf and Beach Vacation

Directly across from Dunegrass Golf Course clubhouse, restaurant, and bar. Just built with gorgeous finishes. Open layout for kitchen, living, dining, mini bar. Just 7 minute drive to OOB pier and the beaches. 2 car garage. and driveway that fits 4 cars. Get away from the crazy and loud beach homes and relax in the golf course community. Patio with seating for 8 with gas grill.

Guest favourite

Home in Stonington

4.79 out of 5 average rating, 110 reviews

Island Getaway - 4BR House (Ocean Views)

★ You will be walking distance from downtown Stonington where you can enjoy local shops, artwork and immerse yourself in the island community. A delightful in-town home with views of Stonington Harbor! The property has a large yard with minimal traffic, perfect for families or a friends getaway. ★ Complementary Kayaks Rentals when you stay 3 nights or more!