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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.

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!

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.

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.

Townhouse w Parking in Downtown Portsmouth

2-level quirky cool apt in a 19th century townhouse in Portsmouth's National Register Downtown Historic District. Guests have exclusive use of the entire apartment during their stay. Both levels are open to cross sea breezes from Portsmouth Harbor just a few blocks away; the 3rd floor loft has birds' eye views of historic properties and open sky, and is filled with warm woodwork. Second floor level includes kitchen, parlor, and second bath with clawfoot tub, trimmed in period mouldings.

Unbeatable condo/host in the heart of Portsmouth

This hidden gem in the heart of Market Square is literally just a few steps away from everything Portsmouth has to offer. This spacious, 4th, top floor walk-up, 2 bedroom condo has direct views of North Church. It has a full kitchen and hypoallergenic mattresses. 14’ ceilings with exposed beams. Modern decor, cozy, super clean, and quiet. This space is limited to NO more than 4 adults. A pullout bed is available for a 5th guest (child) with additional cost of $75/per night.

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!

Speakeasy Vibe|Luxe 1BR|<2min walk to MKT SQ

Step into the allure of the Roaring '20s at this newly renovated, luxury 1-bedroom, 1-bathroom apartment in downtown Portsmouth. Designed with a speakeasy theme, it blends vintage charm with modern touches like stainless steel appliances. Just 2 blocks from Market Square, Prescott Park, and Strawbery Banke, you’re moments from the best shops and restaurants. Enjoy the intrigue of a hidden gem while staying in the heart of it all—your private, stylish escape awaits!

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.

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.