Holiday rentals in Star Island

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Top-rated holiday rentals in Star Island

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

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Top guest favourite

A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.

Earthen home in Sanford

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow 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.

4.92 out of 5 average rating, 137 reviews

Guest favourite

The living area features a comfortable gray sofa adorned with blue accent pillows, flanked by two modern chairs. A glass coffee table sits atop a patterned rug, complemented by a small plant. Light enters through two windows with natural bamboo shades.

Apartment in Portsmouth

Downtown City Gem Groups A+ Locale Privacy Parking

AMAZING LOCATION This downtown gem has 2 floors (1200sf) of living space, steps away from restaurants, theater, jazz club, bars, music hall, shopping + waterfront concerts. Luxe linens + modern décor. Full kitchen, 3 bedrooms, 1.25 baths, central air + hardwood floors. Private yard + 2 FREE parking spots. MUST be 24+ to reserve. Parents+kids < 24 is permitted. No 3rd party bookings. If you book, you must be staying. NO PETS. MOBILITY issues?? PLEASE take note of STEEP+NARROW staircase. Sleeps 8.

4.95 out of 5 average rating, 859 reviews

Top guest favourite

Flat in Rockport

4 Bed Water View w/ Parking

Your family and friends will be close to everything when you stay at this centrally-located home. Steps to the Ocean and walk into historic Bearskin Neck. Enjoy panoramic coastal views from the family room, kitchen and master bedroom. Deck space to enjoy outdoor dining, glass of wine, or a morning cup of coffee. Everything to do in Rockport is a short walk from this downtown home. Restaurants and coffee shops, Art Galleries, shopping and the town beaches are steps away. Parking spots included.

4.99 out of 5 average rating, 179 reviews

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

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.

4.99 out of 5 average rating, 220 reviews

Top guest favourite

An open kitchen area is featured, showcasing modern appliances and a large island with bar seating for four. Exposed brick walls and wooden beams add character to the space, while natural light enhances the welcoming atmosphere.

Flat in Portsmouth

The Penthouse on Penhallow

Overlooking the historical district of Downtown Portsmouth, this modern open concept 2 bed, 2.5 bath unit is downtown luxury city living. Featuring a fully loaded kitchen, plush king beds, queen sleeper sofa, exposed beam and brick, the Penthouse puts you in the heart of it all. The dining, shopping, and walkable venue access makes this location sought after by locals and travelers alike! Make this your home base for the night or the month and enjoy all of what Portsmouth offers, year round.

4.99 out of 5 average rating, 122 reviews

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

*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.

4.98 out of 5 average rating, 391 reviews

Top guest favourite

A modern kitchen features dark stone countertops and antique-style cabinetry. A large island with seating is positioned at the center, complemented by stylish bar stools. High-end appliances are visible, and a window allows natural light to brighten the space.

Home in Greenland

Newly Restored 1850’s farm house 3 bedroom 2 bath

This farmhouse is newly renovated, featuring reclaimed antique furnishings salvaged from the property and our neighboring farm. It sits on 2 acres with plenty of open space, a modern gourmet kitchen, a claw foot soaking tub, and serene spaces to unwind and refresh. 10 minutes to the beach and downtown Portsmouth, 60 minutes to Boston, and 90 min to the mountains makes this beautiful and private home an ideal space to set up home base whole enjoying the beautiful New Hampshire seacoast.

5.0 out of 5 average rating, 122 reviews

Top guest favourite

A charming cottage is adorned with warm outdoor lighting, creating a welcoming presence. The porch features festive decorations, while neatly trimmed bushes lined with lights add to the inviting atmosphere. Adjacent, another structure can be seen, surrounded by greenery and utility lines.

Cottage in Kittery

Badgers Island Cottage

You will fall in love with this cozy Maine cottage on Badgers Island! From its lovely views of the Piscataqua River, to its gardens, open-concept floor plan and tasteful style -- it is everything an island home should be. Features an updated kitchen with brand new appliances with granite counters, Brand new tub, toilet, and vanity, wood floors in every room, and full walk-out basement. Walk to Portsmouth or sit on the porch and watch the boats go by -- island living at its best!

4.94 out of 5 average rating, 164 reviews

Guest favourite

A bright bedroom features a spacious bed dressed in white linens. Large windows with ocean views are adorned with dark blue curtains, and wooden beams enhance the ceiling's height. A cozy accent chair rests beside the bed, creating a relaxing corner to enjoy the scenery.

Home in York

Unique beach house on Long Sand Beach!

Located in front of the sea, The BLUE WAVE is a rare beach home! The wide beach with fine sand allows families and friends to enjoy activities, walk and watch the surfers. The house, with its 4 stylishly decorated rooms, makes for an unforgettable vacation experience. The kitchen is fully equipped. Excellent restaurants and stores await you to make your stay even more unforgettable! SPA OPEN ALL YEAR! The primary guest making the reservation must be at least 21 years old.

4.96 out of 5 average rating, 108 reviews

Top guest favourite

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

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!

5.0 out of 5 average rating, 211 reviews

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.

Flat in York

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.

4.98 out of 5 average rating, 368 reviews

Guest favourite

A bright living area is highlighted by high ceilings with exposed beams. A comfortable chair and a stylish table set are present, alongside a television. Colorful artwork decorates the space, while natural light filters through large windows, illuminating a woven area rug.

Flat in Portsmouth

Chic Loft-Style Condo in Downtown Portsmouth

This contemporary loft-style condo in Portsmouth , is located directly on the Piscataqua River, offers two bedrooms, a comfortable living room, vibrant dining space, and galley kitchen. It's a short walk to all of the shops and restaurants in downtown Portsmouth, and just 8 miles to New Hampshire's most popular beaches. Come relax, dine, shop and play. It's all here for your enjoyment, and you just know it's time to book yourself getaway!

4.94 out of 5 average rating, 157 reviews