Holiday rentals in Appledore Island

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Top-rated holiday rentals in Appledore Island

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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, 589 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
Guest suite in Kittery
4.97 out of 5 average rating, 166 reviews

Seacoast Suite

Welcome to our traditional Maine Gambrel where you will have a private entrance, bedroom, bathroom and sitting area. The 250 sq ft suite has a queen bed, tv, Wi-Fi, hot drinks, mini fridge, microwave, and private space. We are located just over an hour from Boston or Portland, 5 min to Kittery shopping outlets, half mile to a boat launch & 5-15 min drive to a number of beaches. We are located in a quiet residential neighborhood. We ask for no animals since there's a cat that lives here too.

Top guest favourite
Home in Rye
4.98 out of 5 average rating, 369 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
Guest suite in Kittery
4.97 out of 5 average rating, 306 reviews

Coastal home on the water

A nautical look and feel is what this coastal home away from home offers. A detached from the main house in-law apartment is the perfect get away. Located directly on the water, on an estuary called Spinney Creek, part of the Piscataqua River. Bring your kayak, fishing rod, or sit back enjoy a cold beverage and watch the sunsets by the fire pit. Best water views ever. It is 1.5 miles to downtown Portsmouth, NH and less then 1 mile to the beautiful rejuvenated downtown Kittery.

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, 361 reviews

Cozy, Quiet & Sunny Oceanside Spot with Hot Tub

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
The bedroom features large sliding glass doors that open to a private balcony, showcasing expansive views of the water and surrounding landscape. Soft natural light fills the room, highlighting the simple yet modern decor and comfortable bedding.
Home in Kittery Point
5 out of 5 average rating, 186 reviews

A water view slice of heaven at Pepperrell Cove

Enjoy the peace and tranquility of staying in Kittery Point Maine’s exclusive Pepperrell Cove area. • Walk three minutes to dinner at one of three amazing waterfront restaurants • Enjoy a private chartered boat ride from across the street • Rent kayaks • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away!

Guest favourite
A serene view of the home situated on the waterfront is captured, featuring a deep water dock surrounded by greenery. Two boats are anchored nearby, and the house exhibits a multi-level structure with a deck accessible from the second floor.
Home in Kittery
4.94 out of 5 average rating, 171 reviews

Gorgeous Waterfront Home with Dock and Beach

Looking for a wonderful location to enjoy a week this summer in Maine? We have a beautiful location right on the water for you and your family to enjoy. HAVE A BOAT and want to bring it with you? We have a deep water dock. Ask us about details and cost. House is on a dead end road. Come & enjoy the Maine coast! We are located 2 miles from Portsmouth, and there are numerous activities to do in this area. Golfing, Boating, Swimming, Outlet shopping and of course the Beach!

Top guest favourite
A rustic wooden cabin is positioned amid a natural setting, featuring a welcoming porch with railings. Surrounding the cabin, a colorful garden displays vibrant flowers and verdant foliage, while tall trees provide a serene backdrop, enhancing the peaceful atmosphere of the location.
Cabin in Rockport
4.97 out of 5 average rating, 491 reviews

The Solar Powered Dogtown Cabin at Applecart Farm

Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.

Top guest favourite
A modern kitchenette is displayed with minimalist cabinetry and stainless steel fixtures. A round dining table with two upholstered chairs is positioned nearby, and a large glass door leads to the outdoors, allowing natural light to fill the space.
Home in South Berwick
5 out of 5 average rating, 135 reviews

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Guest favourite
A rooftop deck offers a view of the ocean and colorful sunset skies. Comfortable outdoor seating is positioned on the wooden deck, allowing for relaxation while enjoying the scenery. Nearby greenery and the road leading to the beach are visible in the foreground.
Home in Rye
4.83 out of 5 average rating, 135 reviews

Ocean & Marsh Views | Rooftop Deck | Private Yard

Welcome to "The Surf", Rye's ultimate private vacation home. You'll love the views from your bedroom and rooftop deck being directly across the street from the ocean. Lots of back-yard fun to be had or simply enjoy relaxing on the first-level deck while looking out at the marsh. Centrally located to Jenness Beach, Wallis Sands State Beach and Rye Harbor, this single-level property makes for the perfect coastal getaway.

Top guest favourite
Flat in Kittery
4.98 out of 5 average rating, 286 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.

Top guest favourite
A bouquet of wildflowers is held in a glass jar, featuring vibrant orange poppies, soft lavender blooms, and a large white flower. Lush green fields and trees provide a serene backdrop, enhancing the natural beauty of the arrangement.
Guest house in Loudon
4.98 out of 5 average rating, 360 reviews

Pastoral Farm in NH

Cozy private get away. A little bigger than a tiny house, apart from the main farm house and barns on a beautiful hill top setting. Sit and relax , take a walk through the fields or if your feeling a little more adventurous explore the beaver pond or hike out to picnic rock. This is country living in NH. *Please note that we are 8/10ths of a mile out on a dirt road.

Popular amenities for Appledore Island holiday rentals

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