
Holiday rentals in Star Island
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Top-rated holiday rentals in Star Island
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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.
5.0 out of 5 average rating, 325 reviews
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, 132 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.
4.99 out of 5 average rating, 216 reviews
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, 175 reviews
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, 120 reviews
Seacoast Getaway
Seacoast, NH’s popularity is well-earned, with museums, the finest restaurants, spas and shopping that blend perfectly with the Seacoast landscape. From our beautiful beaches and coastline combined with plentiful outdoor recreation, including fishing and whale watching, kite flying and more with Portsmouth, Rye, Exeter and Kittery Maine, all a short ride our beachfront condo has something for all. After a day of outdoor activity and exploring, come retire and rest in our place with a view.
4.98 out of 5 average rating, 359 reviews
Endless Summers
Summer never has to end when you are less than a mile from the beach. Winter, Spring, Summer or Fall, this New England Colonial is perfect for families, couples or groups seeking a cozy yet spacious coastal getaway. Set on a private, wooded half acre lot, this 4 bedroom, 2.5 bath home offers style, comfort and an ideal location near beaches, shopping and downtown Portsmouth. Differentiators include an updated kitchen, bar area, window seat, sunroom with a spacious deck and back yard.
5.0 out of 5 average rating, 10 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.
4.98 out of 5 average rating, 388 reviews
Coastal Bliss | Sweeping Views | Updated Kitchen
Welcome to "Coastal Bliss," Snug Harbor's newest unit! 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 2 specifically features sizable front windows with an ocean view and a comfortable couch to accompany it. Don't want to sit inside to enjoy the view? Relax on your private deck with ample outdoor furniture for the whole family to join in on taking in the breathtaking sites.
4.92 out of 5 average rating, 24 reviews
Spacious Home Near Rye Beaches
This spacious home is a rare find! Centrally located to the beach (.7 miles to Wallis Sands) and just a short drive to the quaint town of Portsmouth, NH. The property is nestled in a mature and safe neighborhood where you will find many walkers, joggers, bikers and beach goers in the summer and peace and quiet in the off-season months. *Please note there is a friendly long-term renter in an apartment with a separate and secure entrance located on the property.
4.92 out of 5 average rating, 48 reviews
"Shooting Star" | Beach Front | Pet Friendly
Welcome to "Shooting Star," the Plum Island Beach cottage you've been dreaming about! Situated on the prettiest section of Plum Island shoreline, this 4BR, 2.5 bath home is designed for quiet respite and memorable moments with family and friends. Fall asleep to the sound of the waves, a distant bell buoy or fog horn, and wake to breathtaking sunrises & 'first footprints in the sand'. Spectacular water views from the spacious family room & all 4 bedrooms.
4.9 out of 5 average rating, 42 reviews
Tides Cottage
Summer and Winter rental just a short walk to Jenness Beach. You have everything within walking distance; Surf Shop, Cafe, Pizza Shop, Restaurant and a gorgeous beach. Enjoy breakfast on the deck with a view of the ocean or have a cookout dinner using the grill provided and backyard. Excellent for families or friends! Property has 3 bedrooms and one full bath. Please note the laundry is in the 3/4 basement accessible via a set of narrow stairs.
4.94 out of 5 average rating, 36 reviewsPopular amenities for Star Island holiday rentals
Other great holiday rentals in Star Island

Seaside Serenity 1 - Oceanfront
4.96 out of 5 average rating, 23 reviews
Dramatic Escape | Bold Ocean |Rocky Shores
4.94 out of 5 average rating, 17 reviews
Ocean View Cliffside Escape next to CLIFF HOUSE
5.0 out of 5 average rating, 6 reviews
The Overlook at Cutts Island
5.0 out of 5 average rating, 8 reviews
Amazing 6BR Oceanfront | Fireplace | Deck
5.0 out of 5 average rating, 21 reviews
Lakefront Cabin-Southern Maine
4.94 out of 5 average rating, 16 reviews
*Near Downtown Portsmouth + Breakfast & Kitchen*
4.8 out of 5 average rating, 64 reviews
The William Haskell House N. Ell
4.94 out of 5 average rating, 18 reviewsDestinations to explore
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- Fenway Park
- Hampton Beach
- Ogunquit Beach
- Harvard University
- Wells Beach
- TD Garden
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Long Sands Beach
- Freedom Trail
- Short Sands Beach
- New England Aquarium
- Canobie Lake Park
- York Harbor Beach
- Cape Neddick Beach
- North Hampton Beach
- Scarborough Beach
- Harvard Square
- MIT Museum
- Tufts University
- Footbridge Beach





