Vacation rentals in Appledore Island

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Top-rated vacation rentals in Appledore Island

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Top guest favorite
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, 181 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 favorite
A cozy living area features a sectional couch adorned with pillows, set against a backdrop of exposed brick walls. Shelves display decorative items, including nautical decor. A round coffee table rests on a patterned rug, with light streaming through windows highlighting the eclectic design.
Loft in Portsmouth
4.96 out of 5 average rating, 266 reviews

Downtown Market St Loft—Style & Cozy, Above it All

Live local in the heart of Portsmouth! Relax in our bright, two-level loft above Historic Market Street—steps from cafés, boutique shops & more. Stay in PORTSMOUTH'S BEST VACATION HOME! 🏆 Editors Choice, Condé Nast Traveler. Why you’ll love it ➝ Full kitchen ➝ Eclectic & full of personality ➝ Sunny deck with skyline view ➝ Comfy queen bed ➝ Fast WiFi, dedicated workspace ➝ Walk 2min to "the decks", restaurants & Prescott Park. TREAT YOURSELF to a cozy downtown stay—reserve your dates today!

Top guest favorite
Place to stay in Shapleigh
5 out of 5 average rating, 112 reviews

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym

Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

Top guest favorite
A spacious sleeping area features a large bed with decorative pillows and a textured blanket. Nightstands are positioned on both sides, each with a lamp and small items. Soft light filters through sheer curtains, complementing the pleasant wall art above the bed.
Guest suite in Kittery
4.97 out of 5 average rating, 161 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 favorite
A modern coastal home featuring a light grey shingle exterior and a contrasting dark roof. The entrance showcases a well-defined porch with elegant lanterns and large windows, while a driveway leads to a two-car garage. Lush greenery surrounds the property, enhancing the seaside setting.
Home in York
4.99 out of 5 average rating, 152 reviews

Luxurious Oceanfront Property

Welcome to The Luxurious, where a unique boat feeling awaits you. Completely remodeled with high-end finishing, an elevator accesses all three levels. An open floor concept invites the ocean breeze and offers unique views. A modern fitness room, a year-round hot tub and firepit will enhance your stay. After a day at the beach, enjoy the sunset from the house and walk to the Nubble Light House to savor Maine's famous blueberry ice cream and pie ! Fishing dock not available at the moment.

Top guest favorite
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, 311 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 favorite
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
4.96 out of 5 average rating, 343 reviews

Hot Tub! Nothing beats it on a winter night!

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 favorite
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, 349 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: https://bit.ly/3vK5F0G We've outfitted it with an extra screen and a setup to get you up and running. Google home and Sonos systems bring this 100 year old beauty into this century.

Top guest favorite
A welcoming living area showcases a large screen displaying Netflix. Two brown armchairs with throw pillows are positioned beside a modern coffee table. A cozy fireplace adds warmth, while soft gray and blue tones create a relaxing atmosphere. Natural light filters through the windows.
Home in Kittery Point
5 out of 5 average rating, 173 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!

Top guest favorite
A hot tub is nestled among lush greenery, accompanied by two plush robes hanging from a nearby structure. A tranquil ambiance is created by the surrounding trees, with a modern cabin visible in the background. Soft lighting emanates from the cabin's windows.
Cabin in South Berwick
5 out of 5 average rating, 217 reviews

Romantic Pondview cabin in the woods

Stay at Hidden Pines Cabins. Year round cabin 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 favorite
Natural light fills the spacious living area, highlighting comfortable seating and a cozy nook with cushions. A wooden ladder leads to an elevated bookshelf and soft reading space. Large windows offer views of the maintained gardens outside.
Guesthouse in York
4.91 out of 5 average rating, 534 reviews

Stone Cove Cottage

Fall asleep to the sound of the York Harbor bell buoy and waves crashing on the shore. Awake to beautiful sunrises over the ocean and lobster boats heading out to sea. Walk to York Harbor Beach or stroll the Cliff Walk taking in quintessential Maine views. Long Sands Beach is a 3 minute drive and Short Sands and Cape Neddick Beaches just a bit further around the corner. The cottage sits on a shared property that boasts beautiful gardens and year round ocean views.

Top guest favorite
A cozy living space features light blue walls and a sloped ceiling. A gray sofa is centered on a neutral area rug, with a wooden coffee table in front. Natural light floods in from a window above, providing a bright ambiance complemented by a floor lamp.
Apartment in York
4.97 out of 5 average rating, 184 reviews

Cute 1-Bedroom apartment in the woods by the sea

This 1- bedroom apartment is a half mile walk to Cape Neddick Beach, yet tucked away in the privacy of the woods. When the surf is up you can hear the waves crashing on the nearby rocky cove and the clang of the ocean bell buoy. Also conveniently located within 3 miles of York Beach, Ogunquit, Cape Neddick Golf Course, and the Cliff House Resort. Cape Neddick has it all: coastal cliffs, a sandy beach, a scenic river, hiking trails, and fine dining.

Popular amenities for Appledore Island vacation rentals

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