Pet-friendly holiday rentals in Portsmouth

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.

Relaxing quiet getaway: Free parking and laundry

Embrace the convenience of a prime location, surrounded by trendy cafes, vibrant downtown, and local hotspots just a stone's throw away. Whether you're here for business or pleasure, this upscale suite promises a clean, convenient and sophisticated stay that will leave a lasting impression. We offer a seamless blend of modern design and comfort, making it the ideal sanctuary for travelers. With a studio style design, our sleek hideaway provides a cozy space for our guests to relax and unwind.

#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!

Seacoast Solo

A New England stopover 10+ min from the Atlantic Coast, restaurants, arts, shops, historical sites, and outdoor explores. Easily en route to MA, ME, VT +. One small guest room for solo traveller, separate entrance, private bath, forest facing yard, semi private deck, off road close-by parking, and trails to meander steps from your door. This weathered and lived in home has been in the family since built in 1908. Not too fancy, but clean and comfortable, and maybe just right for you.

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.

Family Friendly 2BR 1 BA Coastal Kittery Home

Welcome to our cozy family guest home in beautiful Kittery, just 2 miles from downtown Portsmouth. Nearby are beaches, great restaurants, historic sites, boutique shopping, shopping outlets and Portsmouth Naval Shipyard. This home has 2 bedrooms, 1 bathroom, a fenced in yard for up to 4 adults with their children. This house is set up nicely for families of all ages. Dogs welcomed with permission from the owner. STR License # ABNB-22-50

HotTub/5min to K-port, Pet friendly, @anchorunwind

Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."

Newly renovated cottage

Welcome to Ruby’s place, a newly renovated cottage, centrally located to all the seacoast has to offer. Located 1.5 miles to Portsmouth, 2 minutes to the Kittery outlets and a 10 minute drive to the beaches in York, you won’t run out of fun activities.