Family-friendly holiday rentals in Kittery

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.

Tugboat Vista | 2 Bedroom | Downtown Portsmouth

Overlooking the beautiful Tugboats of Downtown Portsmouth, this brick laden 2 bed, 1 bath unit is quintessential downtown city living. Featuring a fully loaded kitchen, plush king bed, queen bedroom with river views, and a queen sleeper sofa, this unit is 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 all year round.

*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.

The Copper Fox Treehouse

Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

Close to Beaches, Portsmouth, Shopping + Hot Tub

Just 10-minutes from charming Portsmouth! Enjoy the crystal-clean hot tub on your private patio in a sun filled garden. Feet-up pampering and special gifts throughout this adorable Maine coastal getaway. Drive into Portsmouth, or stay-in and pamper yourselves. Walk to the Kittery Point town wharf, historical sites, Wharf Restaurant, and catch views of the lighthouse and spectacular sunsets. 5-minute drive to a beach or world-class restaurants, 10-min to the famous Kittery Outlets.

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!

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!

Charming Coastal Maine Cottage

Charming Coastal cottage on private way. Two bedrooms w 1 bath upstairs. Additional pullout futon in separate room downstairs. Sleeps up to 5. Surrounded by Rachel Carson National Wildlife Refuge, walk to Seapoint Beach, beautiful and peaceful. Large screened porch to relax in. Bird watchers paradise. Eclectic restaurants, galleries, museums, local food purveyors, breweries and more all 10-15 minutes away in Kittery/Portsmouth .

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.

Spacious 2 BR Kittery Home - Walk to Portsmouth!

Ideally located a half mile from hip Kittery Foreside and less than a mile from bustling downtown Portsmouth, NH. A great location for walking, biking and enjoying all that the seacoast has to offer. Come enjoy Maine and New Hampshire with your family and friends! We welcome guests of all races, faiths, genders, and sexual orientations.

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.

Badgers Island Condo-Sweeping Portsmouth Views #3

Located on historic Badger's Island in Maine's oldest incorporated town (Kittery), this quaint condo has breathtaking views of the classic New England town of Portsmouth. From every room, guests can enjoy the views of the Piscataqua River and Portsmouth waterfront.