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.

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!

#1 Home in Kittery Foreside - PVT Harbor View Deck

Escape to Kittery, Maine for a peaceful getaway! Our 3-bedroom, 3-bathroom home sleeps up to 10 and is just a short walk from the popular Kittery Foreside, offering a range of shopping and dining options. Perfect for those seeking a quiet vacation, our home is equipped with modern amenities and comfortable furnishings. Enjoy a fully stocked kitchen, comfortable living room, and 3rd floor deck for relaxation. Book now for a stress-free vacation filled with delicious dining and retail therapy!

Charming Riverfront Cottage in Portsmouth-SouthEnd

This super comfortable, newly renovated (Nov 2022) and charming little cottage on the river couldn't be more convenient to all that the city and surrounding area has to offer. Enjoy true walking access yet be in a quiet 18th century neighorhood. Across the street from the historic Portsmouth waterfront and around the corner from Pierce Island, Prescott Park, Strawbery Banke and Point of Graves, 112 Mechanic is an incredibly charming home. No pets please. Street park with ease.

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-24-67

*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: https://bit.ly/3vK5F0G We've outfitted it with an extra screen and a setup to get you up and running. Google home and Sonos systems bring this 100 year old beauty into this century.

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 retreat in Kittery

Welcome to our Airbnb. Less than 10 min drive to downtown Kittery and Portsmouth - easy access to the shops and restaurants in Market Square and the Kittery Foreside. Take a drive along the seacoast, explore Fort Foster, or sit back and relax on Long Sands beach. Enjoy the 43" 4K TV with all the apps. The kitchen is stocked with all the essentials including a Keurig machine & K-Cups. Plus, off-street parking, air conditioner, FAST WiFi, & a comfy bed!

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.

Lovely Waterfront Suite, New Hampshire Seacoast

Great location to enjoy the New Hampshire Seacoast. Just a few minutes to Portsmouth and Durham, perfect romantic getaway, or convenient spot to visit your student at the University of New Hampshire. Wonderful one bedroom suite, private patio. Enjoy the waterfront deck, complete with a heated dome for winter. This is place is truly magical. You will enjoy how special it is. Close and convenient spot on the New Hampshire - Maine boarder.

"Oyster River Flat" new construction, walk to town

Enjoy our cozy guest flat on the same 1-acre property as our 1917 home, but with its own entrance, parking, full kitchen and bath. Walking distance to downtown Durham, the Oyster River, and Great Bay, with many hiking trails a short drive away. Take a walk to the historic Mill Pond Dam or to Tideline Public House (food truck park). This efficient space is for 1-2 people, with one queen bed available.