Holiday rentals with outdoor seating 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.

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!

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.

*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.

Charming retreat in Kittery

Welcome to our Airbnb—perfectly located less than 10 minutes from downtown Kittery and Portsmouth. Enjoy easy access to Market Square, the Kittery Foreside, and endless shops and restaurants. Spend the day exploring Fort Foster, cruising the scenic seacoast, or relaxing on Long Sands Beach. Unwind with a 43" 4K TV and your favorite apps. The kitchen is stocked with essentials, including a Keurig & K‑Cups. You’ll also have off‑street parking, FAST WiFi, A/C, and a comfortable bed!

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!

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.

Charming, private, 2 bdrm apt, short walk to town

Charming, newly updated 2 bdrm duplex, short 10-15min lovely/neighborhood walk to historic downtown Portsmouth. All the charm that Portsmouth has to offer is incorporated in this adorable well equipped and wonderfully designed 2 bedroom, 1 bath open concept living/kitchen/dining duplex. It is clean, fresh and tastefully seaside inspired. The unit has its own private 2-car, off-street parking and simple key pad entry for your privacy and convenience.

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Top Level Unit | Ocean Views | "The Sunrise Deck"

Welcome to the "Sunrise Deck", Rye's newest boutique rental accommodation. 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 10 features large front windows with an ocean view and a comfortable couch overlooking the water. Don't want to sit inside to enjoy the view? Relax on the large outdoor deck and take in the sun and water views!

Goose Point Getaway (a boutique AirBnB experience)

Our Goose Point Getaway is a one bedroom apartment located in the lower level of our home. Completely private with its own entrance and no shared space with the owners. You can see a peek of Spruce Creek (a tidal inlet) from the bedroom window and deck. The space has been designed to offer a relaxed, comfortable get away experience. Our home is located in a quiet neighborhood which loops around Spruce Creek.

Newly built, private deck with 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.