
House holiday rentals in Kittery
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Top-rated house rentals in Kittery
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Updated Kittery 2BR, Walk to Foreside/Portsmouth
We purchased this cozy house because of its proximity to lively downtown Portsmouth, NH and trendy Kittery Foreside. We've enjoyed updating the space into a light filled modern location that is a short walk to area restaurants, concerts, & museums. Off-street parking. Easy access to area beaches or hiking/biking/walking at nearby oceanfront parks. Close to the Kittery Outlets. Perfect for 2-4 adults or a family of 5 seeking to experience everything the seacoast has to offer! License #ABNB-25-35

Tranquility, Relaxation, Family, Romance
Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

Luxurious Oceanfront Property
Welcome to The Luxurious, where a unique boat feeling awaits you. Completely remodeled with high-end finishing, an elevator accesses all three levels. An open floor concept invites the ocean breeze and offers unique views. A modern fitness room, a year-round hot tub and firepit will enhance your stay. After a day at the beach, enjoy the sunset from the house and walk to the Nubble Light House to savor Maine's famous blueberry ice cream and pie ! Fishing dock not available at the moment.

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.

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.

*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: https://bit.ly/3vK5F0G We've outfitted it with an extra screen and a setup to get you up and running. Google home and Sonos systems bring this 100 year old beauty into this century.

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!

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-25-52

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.

Kittery Point Jewel
Bring the whole family to this beautiful Kittery Point, Maine vacation home with additional guest suite! Just minutes to beaches, shopping and restaurants. The home borders the Rachel Carson Wildlife Preserve w/ 500' of water frontage and is walking distance to the Kittery Land Trust Brave Boat Headwaters trails.

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

Nana-tucket Inn

Beach Getaway Minutes from the Ocean!

Faith Lane with community pool

Cozy & updated Loon MTN condo

Sanctum by the Lake

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

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

Spectacular 3 Bed Resort Cottage
Weekly house rentals

Lane's Cove Bijou

Kittery in the Country Private Home Dog Friendly!

Gorgeous Kittery Pt, perfect for families, dogs!

*New 4BR Beach House|Sleeps 9|York| Cape Neddick

Oceanfront York Cottage | Steps to Long Sands

Sweet Home Near Food & Old Port

Cozy cape in the Heart of Ogunquit Center

House in Eliot
Private house rentals

Private Beach!

ENTIRE BEAUTIFUL 3BR Home- 2 Minute Walk to Beach

Coastal Maine Cottage

York Retreat | Forest Views, Guest House & BBQ

Tranquil & Spacious Water View Home

*Ocean View* Charming beach house

Entire House in Dover

Quaint House w/parking in the Heart of Downtown
When is the best time to visit Kittery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $293 SGD | $335 SGD | $340 SGD | $347 SGD | $446 SGD | $504 SGD | $547 SGD | $537 SGD | $472 SGD | $446 SGD | $376 SGD | $332 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 |
Quick stats about house rentals in Kittery

Total holiday rentals
Explore 190 holiday rentals in Kittery

Nightly prices starting at
Kittery holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 10,650 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 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!
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