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Holiday houses in Appledore Island

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Top-rated holiday rentals in Appledore Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.
Cabin in South Berwick
5 out of 5 average rating, 293 reviews

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Guest favourite
The exterior of The Word Barn is illuminated against a twilight sky, showcasing its distinct architectural features. Warm lights line the entrance, and large windows reveal a welcoming interior. Surrounding greenery adds to the tranquil ambiance of the private setting.
Barn in Exeter
4.88 out of 5 average rating, 585 reviews

The Word Barn, Exeter, NH

Charming open apartment with a loft bedroom. Hardwood floors, barn beams, butcher block counter, full galley kitchen, private bath, vaulted ceilings - as part of the renovated original Raynes Farm Barn. This apartment is clean, private and isolated, with self check-in and plenty of outside space to enjoy. Located five minutes from downtown Exeter (w/plenty of take-out/delivery options) in an idyllic country setting, neighboring 100+ acre conservation land and a large network of wooded trails.

Top Guest favourite
A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.
Treehouse in Sanford
4.91 out of 5 average rating, 585 reviews

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Top Guest favourite
A deck overlooking the water features a round table surrounded by four chairs, each with turquoise cushions. An umbrella stands in the center of the table, providing shade. A decorative rug with an oceanic design is positioned underneath the table, complementing the serene water views.
Cottage in Eliot
4.98 out of 5 average rating, 192 reviews

Salty Mermaid Cottage/Boat House

This 2br home is nestled at the end of a peninsula’s over the water, 5min drive to downtown Portsmouth. Spend the day on the on deck, grilling or enjoy your own authentic Maine lobster bake, swimming and treasure hunting the shore. Also explore Kittery or downtown Portsmouth, both just five minutes away. Enjoy this freshly renovated home, water views from every room and window, all bedrooms are equipped with a/c, free WiFi and smart TVs. Fully equipped kitchen has an amazing view of the water.

Top Guest favourite
Home in Durham
4.94 out of 5 average rating, 186 reviews

Newly Renovated | Farm Stay | Near Portsmouth!

Welcome to the Brown House at Emery Farm. This recently renovated charming cedar shake farmhouse is situated on 130 picturesque acres, on the oldest family farm in America. If you’re looking for a quintessential New England farm stay experience that offers a quiet peaceful stay, this is the place! • 3 bd | 3 bath | sleeps 6 • Private, quiet, picturesque • Located on a working farm • 2 min walk to Emery Farm Market & Café • 10 min to Portsmouth • Surrounded by nature • EV charger

Top Guest favourite
A cozy living room features a white-brick fireplace, with a functional gas flame. Stylish furniture includes a patterned armchair and a soft couch, complemented by a light-colored striped wooden floor. Large windows allow natural light and offer views of the surrounding area.
Home in Rye
4.98 out of 5 average rating, 363 reviews

*Beachfront* Vintage Coastal Cottage - Relaxation

It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here once you book I can send you a link (per Airbnb’s rules) I’ve outfitted it with an extra monitor & a setup o WFH. Google home and Sonos systems bring this 100 year old beauty into this century.

Top Guest favourite
An aerial view captures the waterfront of Portsmouth, featuring several tugboats docked along the river. Historical buildings line the shore, showcasing brick facades and a bustling atmosphere. A vibrant marketplace is visible along the waterfront, with boats gently bobbing in the water.
Apartment in Portsmouth
4.98 out of 5 average rating, 335 reviews

The Tugboat - KingBed, Waterfront! Parking!

Location Location! Welcome to the Tugboat! A Tastefully decorated 1 Bedroom w/King Bd located on the Historic Waterfront of Portsmouth. All the shops, restaurants, rich history, festivities, and nightlife are right here a few steps away! Enjoy the sunsets over the river while sipping a glass of wine on the front steps before going out. Open the Dutch Door to watch the Tugboats and get all the smells from the restaurants surrounding you. It will be hard not to eat out every night.

Top Guest favourite
An outdoor hot tub is positioned on a gravel patio, surrounded by lush greenery. Beyond the tub, glass doors lead to an inviting indoor space. Comfortable seating is nearby, creating a relaxing atmosphere for guests.
Guest suite in Kittery Point
4.95 out of 5 average rating, 354 reviews

Enjoy Sunny Coastal Days, Cool Hot Tub Nights!

Just 10-minutes from charming Portsmouth! Enjoy the crystal-clean hot tub on your private patio. Feet-up pampering and special gifts throughout this adorable Maine coastal getaway. Drive into Portsmouth, or stay-in and pamper yourselves. Walk to the Kittery Point town wharf, historical sites, the Bistro and Wharf Restaurant, and catch views of the lighthouse and spectacular sunsets. 5-minute drive to a beach or world-class restaurants, 10-min to the famous Kittery Outlets.

Top Guest favourite
A cozy living space features exposed wooden beams and wide pine flooring. A comfortable sofa is placed beside a coffee table, while a television is mounted above a brick fireplace. Natural light fills the room through multiple windows, enhancing the inviting ambiance.
Apartment in York
4.98 out of 5 average rating, 342 reviews

History Steps from the Beach

If you’re looking for more space and amenities than staying in a hotel room, but still want the cleanliness and professionalism you’d expect from one, then you may enjoy staying here. Our spacious 3 room, 1,200 square foot historic (c. 1670) one bedroom apartment for two guests has exposed beams, wide pine floors, full bath, kitchenette, and is just a short walk to Long Sands Beach or a short drive to York Beach, York Harbor, or York Village.

Top Guest favourite
The exterior of a red barn-style structure is showcased, featuring a white picket fence surrounding a landscaped area with greenery. A garage door is visible, along with multipaned windows that enhance the building's character. The setting is outdoors, under a partly cloudy sky.
Guest suite in Eliot
4.98 out of 5 average rating, 260 reviews

The Rafters

The Rafters is a finished studio space above our late 1800s barn. It has beautiful light and feels like a getaway as soon as you open the door. With the proximity to Portsmouth, NH and local attractions in Maine, you can escape to the Rafters, but with the ease of being so close to everything. Our neighborhood is beautiful and you can walk down to many spots that overlook the Piscataqua River. Or Uber home from a fun night in Portsmouth!

Guest favourite
A spacious private deck features comfortable seating arrangements and a coffee table, providing a stunning view of the ocean. The deck is framed by a white railing and overlooks lush green grass, while the sky showcases hues of pink and blue at sunset.
Apartment in Rye
4.88 out of 5 average rating, 104 reviews

Top Level Unit | Ocean Views | "The Sunrise Deck"

Welcome to the "Sunrise Deck", Rye's newest boutique rental accommodation. With 10 units on the property, all with stunning water views, across the street from the ocean, and a short walk to Wallis Sands Beach. Unit 10 features large front windows with an ocean view and a comfortable couch overlooking the water. Don't want to sit inside to enjoy the view? Relax on the large outdoor deck and take in the sun and water views!

Top Guest favourite
Apartment in Kittery
4.98 out of 5 average rating, 283 reviews

Goose Point Getaway (a boutique AirBnB experience)

Our Goose Point Getaway is a one bedroom apartment located in the lower level of our home. Completely private with its own entrance and no shared space with the owners. You can see a peek of Spruce Creek (a tidal inlet) from the bedroom window and deck. The space has been designed to offer a relaxed, comfortable get away experience. Our home is located in a quiet neighborhood which loops around Spruce Creek.

Popular amenities for Appledore Island holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. York County
  5. Kittery
  6. Appledore Island