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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.

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!

*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!

West End | Pet-Friendly | Fenced-in Yard | Grill

Welcome to West End – your perfect stay in Portsmouth! Experience the best of the city's vibrant West End district in this stylish and spacious 1,000 sq. ft. retreat. Centrally located in the popular West End district, including Street, White Heron and The Kitchen restaurants (all walking distance)—ideal for foodies and coffee lovers alike. Downtown Portsmouth is only 1 mile away, with Islington Street leading you to boutique shops, dining spots, and the city's lively atmosphere.

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.

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.

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.

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.

Historic Portsmouth at Your Doorstep

This well appointed, private new space is conveniently located within walking distance of everything Portsmouth has to offer - minutes from famous restaurants, boutique shops, active picturesque harbor, music venues, galleries and museums.