
House holiday rentals in Kittery
Find and book unique houses on Airbnb
Quick stats about house rentals in Kittery

Total holiday rentals
Explore 200 holiday rentals in Kittery

Nightly prices starting at
Kittery holiday rentals start at $91 SGD per night before taxes and fees

Verified guest reviews
Over 10,280 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
190 of Kittery holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kittery rentals

4.9 Average rating
Kittery stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated house rentals in Kittery
Guests agree: these houses are highly rated for location, cleanliness and more.

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

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.

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.

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.

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.

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.

Ocean & Marsh Views | Rooftop Deck | Private Yard
Welcome to "The Surf", Rye's ultimate private vacation home. You'll love the views from your bedroom and rooftop deck being directly across the street from the ocean. Lots of back-yard fun to be had or simply enjoy relaxing on the first-level deck while looking out at the marsh. Centrally located to Jenness Beach, Wallis Sands State Beach and Rye Harbor, this single-level property makes for the perfect coastal getaway.

Seacoast Escape with a View
Enjoy the peace and tranquility of staying in Kittery Maine’s exclusive waterfront area. • Walk to downtown Portsmouth • 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! See our other home and awesome reviews: airbnb.com/h/pepperrellparadise

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.

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.
Popular amenities for house rentals in Kittery
House rentals with a pool

Nana-tucket Inn

Fantastic Kittery Home with Pool

Faith Lane with community pool

Spacious vacation unit in premium suburban town

Sanctum by the Lake

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Privacy, River, Pond, A frame Hot Tub EPIC Views,

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
Weekly house rentals

Charming waterfront home. Patio, AC, Shops, Dining

Wren Cabin + Wood fired Sauna

As Unique as they come!

Steps from Downtown | 4 Parking Spots | Noon C/O

Kittery Point Jewel

Luxurious Eagle Ridge Log Home at Newfound Lake

NEW 3BR home, incredible views - Beach across St

Little Lake House, the Bungalow
Private house rentals

Charming 3-Bedroom Home - Short Walk to Portsmouth

ENTIRE BEAUTIFUL 3BR Home- 2 Minute Walk to Beach

Tranquil & Spacious Water View Home

Endless Summers

Cozy Kittery Foreside escape

Luxury on Rye Harbor w/ 360 Degree Views

Acres Away - Spacious Maine Retreat w/ Bunkhouse

Beautiful Maine home overlooking pasture
When is the best time to visit Kittery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $335 SGD | $334 SGD | $324 SGD | $356 SGD | $457 SGD | $516 SGD | $560 SGD | $550 SGD | $484 SGD | $457 SGD | $386 SGD | $340 SGD |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Boutique hotels Kittery
- Rentals with a hot tub Kittery
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Long Sands Beach
- York Harbor Beach
- Canobie Lake Park
- Willard Beach
- Short Sands Beach
- Crane Beach
- Scarborough Beach
- North Hampton Beach
- Footbridge Beach
- East End Beach
- Cape Neddick Beach
- Gooch's Beach
- Snhu Arena
- Salem Willows Park
- Good Harbor Beach
- Gunstock Mountain Resort
- Salisbury Beach
- Hills Beach
- Jenness Beach
- Crescent Beach State Park
- Things to do Kittery
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