Family-friendly holiday rentals in Wiscasset

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Top-rated family-friendly rentals in Wiscasset

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Top guest favourite

Guest house in South Bristol

4.98 out of 5 average rating, 401 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Top guest favourite

Guest house in Harpswell

4.95 out of 5 average rating, 462 reviews

Harpswell Studio on Waterview Property! Lobster!

6/23 - 7/1 - last minute pricing! Cottage Style Studio! Clean, spacious, colorful, comfy, bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Popham Beach and Reid State Park with expansive beaches are 35 minutes or less away. Enjoy the trails in the woods with spectacular views or walk on the beach at one of the state parks! So beautiful!

Superhost

Apartment in Brunswick

4.85 out of 5 average rating, 179 reviews

New 2BR 2King beds Private Apt Downtown Brunswick

Completely Newly Renovated 2 Bedroom Private Apartment Located 1 Minute Walk From Maine Street In Brunswick (Downtown). Great For Anyone Looking To Visit Or Explore Brunswick Including Bowdoin Parents, Potential Students, Vacationers. We have hard wood floor, granite counter top, open concept living room and kitchen, red retro fridge, and lots of windows lots of sunshine! Both bedrooms has a small closet and both beds are king sized with super comfortable memory foam mattress! Please Enjoy!

Top guest favourite

Loft in Edgecomb

4.91 out of 5 average rating, 336 reviews

Cozy Loft in the Woods (Dogs Welcome)

Bright, cozy loft, surrounded by deep woods, a tranquil retreat offering true peace, separate from our home, w/ its own entrance; we're here if needed. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - woods rich with abundant birds, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. Dogs welcome, no cats due to allergies.

Guest favourite

Farm stay in Westport Island

4.83 out of 5 average rating, 126 reviews

The Stilt House

Once the island Trading Post (in the 1820's) now serves as a private retreat on Westport Island. The whole property has been listed on the National Register of Historic Places since 1982. The building is nestled at the water's edge, half on land and half on stilts over the tidal waters of the Sheepscot River. The property has its own private deck, island, rocky beach, trails and hammock. This is an old structure - over 200 years old! A great piece of history and an absolute oasis.

Top guest favourite

Flat in Damariscotta

4.94 out of 5 average rating, 372 reviews

Cottrill House on Damariscotta River # 1

Cottrell House/Studio. Enjoy the mid-coast in down town Damariscotta Maine. Private entrance, off street parking, private bath, living room with a kitchenette, no a full kitchen. No CLEANING FEE! Private back yard with views over the Damariscotta River. Walk to unique restaurants and shops. Rent a kayak or a paddle board right across the street and enjoy the beautiful views of the Damariscotta River. Only, 25 minutes away from Pemaquid Point and Beach. This is non smoking property!

Guest favourite

Flat in Lisbon falls

4.94 out of 5 average rating, 467 reviews

Charming Victorian farmhouse 1880's bedrooms-2

Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

Guest favourite

Farm stay in Whitefield

4.83 out of 5 average rating, 335 reviews

Rustic Cabin on Maine Farm

We look forward to welcoming you to our beautiful farm. The cabin has a great connection to nature. It is a quiet, cozy and romantic place. The cabin has a queen bed in the downstairs bedroom and a double bed in the loft. The couch also folds-out to double bed in the sitting room. When reserving the cabin, please register all people over 2 years old. The cabin does not have any heat, but we provide loads of comfy blankets and warm tea to make sure you are comfortable.

Guest favourite

Apartment in Edgecomb

4.91 out of 5 average rating, 192 reviews

A Spacious Vacation Cottage in Sheepscot Harbour

A large and stylish one bedroom cottage with water views. Newly renovated and offering style and convenience. Located within walking distance to Wiscasset. A great home base for exploring Boothbay Harbor and many more midcoast Maine destinations! Plan a day excursion, or relax inside with the view of the harbor. Make yourself at home in the cottage! Enjoy and walk the resort common areas including a gazebo, riverside lawn, and a 100 ft pier.

Guest favourite

Flat in Wiscasset

4.94 out of 5 average rating, 108 reviews

25 Middle: Two floor loft w. water view -sleeps 5

A private apartment on the second and third floor of an historic house located in the heart of Wiscasset village. Featuring a bird’s eye views of the harbor and surrounded by lovely gardens.Stroll to restaurants, waterfront, antique shops, historic homes & gardens. Ideal base for touring Maine attractions. Full kitchen, five other rooms including two full baths. Central yet private. Not suitable for children younger than 12.

Top guest favourite

Guest suite in Bath

4.99 out of 5 average rating, 219 reviews

Bath Historic District Apartment

Located in the Bath historic district, this one bedroom apartment is located just a few blocks from downtown. The apartment has a queen bed in the bedroom and also a queen sleeper sofa in the living room. The home was built in the late 1700's, but with the recent upgrades, it now feels fresh with classic elements. Located in Midcoast Maine, this apartment is an quick drive to the beach, hiking trails and museums.

Top guest favourite

Flat in Brunswick

4.98 out of 5 average rating, 204 reviews

Garden view near Bowdoin College

Bedroom, full bathroom and laundry facility with private entrance. We are located in one of Brunswick’s most desirable neighborhoods: two blocks from the center of town, a 10 minute walk from Bowdoin campus. Historic downtown Brunswick. This is a perfect nightly rental for parents of Bowdoin athletes coming to catch the home game of their son or daughter.