Holiday rentals in Peirce Island

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.

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.

Steps to Downtown, 4 Parking Spots, Noon Checkout

Downtown Portsmouth at your doorstep. Just one block from the best of the city. Historic 4-bedroom home just one block from downtown Portsmouth. We are steps to The Music Hall, Jimmy’s Jazz & Blues Club, Prescott Park, restaurants, and shops. Three floors blend classic charm with modern comfort. A true alternative to a hotel so you can live like a local. Enjoy the private gated garden, grill on the deck, or relax by the fire table before dinner or a show. Walk everywhere, come home to quiet.

Unit 3 Studio - Historical Building Market Square

Under new ownership and recently updated, spacious studio located in the heart of downtown Portsmouth in one of the original historic buildings. With great natural light on 4th floor, we are a walk to everything Portsmouth has to offer. Kitchen includes all customary amenities plus Keurig coffee maker with k-cups. Enjoy your coffee or morning treat at the kitchen bar. NOTE: AC units during summer months (June - September); this unit is located on the third floor, few flights of stairs

The Perch on Penhallow, Downtown Portsmouth

Nestled in the heart of Downtown Portsmouth, this modern 2 bed, 2.5 bath unit is quintessential downtown city living. Featuring a fully loaded kitchen, mini spits, plush king beds, a sleeper sofa, and direct access to State street, this unit can't you any closer 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.

*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.

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!

Portsmouth Waterfront Cottage

Our waterfront cottage is a unique property offering style, tranquility, and walking access to Portsmouth’s Market Square. The theme is a blend of New England charm and Scandinavian modern. We offer an amazing view, two decks, a modern kitchen, laundry, and free parking for one vehicle. This premium property sleeps four, counting children. It offers a quiet romantic escape for the discerning traveler, and yet is just a ten minute walk to Market Square.

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!

Lovely 1-bdr condo in historic downtown Portsmouth

Awesome historic 1 bedroom condo in downtown Portsmouth close to everything. Sleeps up to 4 with bedroom, and queen sleeper sofa in living room. Newly renovated. Enjoy relaxing in this unique and charming space with exposed brick and beams. Full kitchen, eat in or go out! Shops and restaurants at your doorstep. Walking distance to everything downtown Portsmouth has to offer.

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

Kittery Cottage is a private, newly built property located 1.5 miles from the charming city of Portsmouth and minutes from many of the seacoast beaches. With a ten minute walk to Kittery Foreside you have access to many restaurants and shops. The Kittery outlets are less than 2 miles away.

Seacoast 4BR | Mins 2 Portsmouth | Beach, Outlets

🌊 Welcome to the Seacoast! This 4-bedroom hideaway is privately nestled in Kittery Foreside while still keeping you close to the action. Decorated in a charming seacoast farmhouse style, this home is perfect for 2–3 couples, a family (or two), or an extended work-cation 💻🏡.