
Holiday houses in Peirce Island
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Top-rated holiday rentals in Peirce 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.

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.

Tugboat Vista | 2 Bedroom | Downtown Portsmouth
Overlooking the beautiful Tugboats of Downtown Portsmouth, this brick laden 2 bed, 1 bath unit is quintessential downtown city living. Featuring a fully loaded kitchen, plush king bed, queen bedroom with river views, and a queen sleeper sofa, this unit is 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 all year round.

Historical Apt. In Downtown Portsmouth
First floor studio in an 1890's historical house with a queen pull down "Murphy" bed. Full bath, walk-in dressing area with plenty of space for personal items/luggage. Fully equipped kitchen, walking distance to downtown. Restaurants/shopping/nightlife/theaters/walking trails/liquor store/grocery/gas/pharmacy/restaurant/pub/coffee shop/ice skating/laundry within a short walking distance. Beaches/boat tours/golf the seacoast has much to offer. 1 hr. from Boston, 1.5 hr. from White Mountains.

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.

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.

Chic 1 BR with Sauna & King Bed
Discover the allure of the Blue Whale Inn, a chic one-bedroom retreat in Portsmouth's historic South End. This 1750s Colonial gem seamlessly integrates modern comforts—featuring a king-size bed, electric fireplace, and a full kitchen—with historic charm. Unwind in the 2-person infrared sauna or soak in the clawfoot tub. Enjoy morning coffee on the patio with peek-a-boo water views of the Piscataqua River. A perfect blend of convenience and serenity for a memorable Portsmouth getaway.

Downtown, Deck, Fireplace, 95 WalkScore
Welcome to our modern loft in the heart of Portsmouth! Enjoy your stay in this beautifully furnished property, complete with a private deck and gas fireplace in the master bedroom. Located just steps away from Market Square, you'll have easy access to Portsmouth's best shops, restaurants, and attractions. Our property is perfect for couples looking for a romantic getaway or business travelers seeking a comfortable stay. Book now and experience all that Portsmouth has to offer!

Fresh Modern Garden Level Kittery Studio
This stylish garden level modern apartment is well located in Kittery and provides local recommendations from the hosts that live in the upper unit. The kitchen is fully stocked with all your cooking and coffee needs, and includes an under-counter fridge, under-counter freezer, and microwave. The house is less than a mile to downtown Kittery and the shipyard gates, and less than two miles to Portsmouth. (All very walkable with sidewalks) Kittery STR License Number: ABNB-25-43

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!

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!

Unit 2 1BR - Historical Building Downtown
Under new ownership and recently updated, spacious 1BR located in the heart of downtown Portsmouth in one of the original historic buildings. Walk to all Portsmouth has to offer - restaurants, bars, Strawbery Banke and Prescott Park. Kitchen includes all customary amenities plus a Keurig coffee maker with assorted k-cups. Enjoy your coffee or morning treat at the pub table. King size SertaReact bed plus a pull out couch in the living room.
Popular amenities for Peirce Island holiday rentals
Other great holiday rentals in Peirce Island

Guesthouse w/ EV charger, deck, & fire pit.

Private Sunny Apartment in hip Portsmouth West End

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

Historic Carriage House

Chauncey B. Hoyt Residence

Walk 2 Downtown Portsmouth | Large Top Floor Deck

Brick & Beam Downtown | 1 Block from Market SQ

Charming Cottage in Portsmouth Historic Waterfront
Destinations to explore
- Ogunquit Beach
- Hampton Beach
- Wells Beach
- Revere Beach
- Long Sands Beach
- Short Sands Beach
- Willard Beach
- Canobie Lake Park
- York Harbor Beach
- North Hampton Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Crane Beach
- Tufts University
- Jenness Beach
- Snhu Arena
- East End Beach
- Gooch's Beach
- Hills Beach
- Fortunes Rocks Beach
- Salisbury Beach
- Salem Witch Museum
- Good Harbor Beach





