House holiday rentals in Kittery

Luxury on Rye Harbor w/ 360 Degree Views

This fun and charming Rye Harbor home offers views that only a few properties on the Seacoast provide. Watch the lobster boats and harbor cruises depart and return throughout the day while enjoying all that this three level, single family home has to offer. The two bedrooms are on the entry level, while the kitchen and living area are on the second level to provide a serene view of Rye Harbor. The outdoor deck on the top level of the home showcases a 360 degree view of Rye's natural beauty.

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.

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

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.

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!

Gorgeous Waterfront Home with Dock and Beach

Looking for a wonderful location to enjoy a week this summer in Maine? We have a beautiful location right on the water for you and your family to enjoy. HAVE A BOAT and want to bring it with you? We have a deep water dock. Ask us about details and cost. House is on a dead end road. Come & enjoy the Maine coast! We are located 2 miles from Portsmouth, and there are numerous activities to do in this area. Golfing, Boating, Swimming, Outlet shopping and of course the Beach!

3-Bed | 2-Bedroom | Hot Tub | Close To Beach

If you've never stayed in Wells before, make your first stay at the oldest established property in Wells, dating back to 1604, but updated for today's modern needs with wifi, streaming, jacuzzi, grill, outdoor furniture, and hammock all within a short drive to Wells beach in a peaceful neighborhood on a dead end street. Let the Webhannet Falls and River lull you to sleep as they flow through the backyard and see the foundation of the historic gristmill and sawmill.

Cozy West End House

Enjoy the privacy of a 2 bedroom house, recently remodeled with new appliances, located in the heart of the West End, walking distance to everything, and just around the corner from a couple of the best breweries and restaurants in Portsmouth. This house is perfect for small groups or couples visiting Portsmouth, easy to find off the highway and close to everything. It has all of the amenities, including laundry on premise.

Charming Private New England Cape

Quintessential New England Cape-style cottage nestled in the woods of Kittery Maine with fabulous water views of Spinney Creek. Conveniently located to major highways Rte 95, Rte 101, and Rte 93. Minutes away from Kittery Foreside, as well as the Kittery Outlet Malls and the Kittery Trading Post. A quick trip over the bridge, brings you to the historic seaport town of Portsmouth NH.

Downtown Portsmouth Single Home w/ 2 parking spots

Fully renovated 1850s colonial just steps from Downtown Portsmouth. This private single-family home offers three bedrooms, a fenced courtyard, off-street parking for two cars, and a brand-new kitchen with a dining room that seats ten. Nestled on a quiet street just a 20-second walk to Market Street, it’s the perfect blend of charm, comfort, and walkability for your Seacoast stay.

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.