House vacation 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 favorite

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 favorite

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!

Top guest favorite

Home in Windham

4.94 out of 5 average rating, 126 reviews

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Guest favorite

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 favorite

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 favorite

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 favorite

Home in Cushing

4.95 out of 5 average rating, 131 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!

Guest favorite

Home in Saco

4.88 out of 5 average rating, 25 reviews

House, sleeps 8, close to beach

Relax with the whole family at this peaceful place to stay. Quiet neighborhood close to beaches and entertainment. Spacious and comfortable half house with old time charm. Plenty of private parking. Sleeps 6 adults comfortably with sleeping couch for potential extra 2 people (kids). Washer and dryer in the house. High speed fiber optic internet included. 8 minutes drive to Saco and OOB beaches. NO LOUD PARTIES ARE ALLOWED. No smoking of any kind. $200 fine.

Guest favorite

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 favorite

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 favorite

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.

Superhost

Home in Cape Elizabeth

4.8 out of 5 average rating, 44 reviews

Panoramic Ocean Views Private Beach Portland Close

2009 built cottage in Cape Elizabeth, Maine with UNOBSTRUCTED OCEAN VIEWS and a PRIVATE BEACH is located in an Atlantic ocean front neighbourhood at the entry of Casco Bay. 100% luxury cotton linen washed with fragrance free detergent in all bedrooms. Ground floor recreation room with a ping pong table, room for your bikes and kayaks. Pets are welcome. 350 USD per pet fee. Max 1