Vacation rentals in Kittery

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Top-rated vacation rentals in Kittery

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.
Cabin in South Berwick
5 out of 5 average rating, 284 reviews

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Top guest favorite
A cozy bedroom features a spacious bed with a gray quilt and white pillows, flanked by two bedside lamps providing soft lighting. A ceiling fan is positioned above, adding to the comfort. An entrance to a living area is visible in the background.
Apartment in Kittery
4.95 out of 5 average rating, 119 reviews

New, private, clean and comfy 1 bedroom apartment!

Welcome to our new 1 bedroom, 1 bath apartment in a beautiful, tranquil setting. We are minutes away from the Kittery Outlets, Seapoint Beach, Fort Foster, Fort McClary, Pepperell Cove, Portsmouth, York beaches and Ogunquit Beach. When you arrive, you will feel at peace in our truly tranquil oasis, surrounded by nature. We abutt 87 acres of conservation land. Turkeys, deer and birds visit us daily! We are secluded, yet close to everything. Welcome to our little slice of paradise!

Top guest favorite
A modern kitchen features dark stone countertops and antique-style cabinetry. A large island with seating is positioned at the center, complemented by stylish bar stools. High-end appliances are visible, and a window allows natural light to brighten the space.
Home in Greenland
5 out of 5 average rating, 104 reviews

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.

Top guest favorite
A cozy living room features a white-brick fireplace, with a functional gas flame. Stylish furniture includes a patterned armchair and a soft couch, complemented by a light-colored striped wooden floor. Large windows allow natural light and offer views of the surrounding area.
Home in Rye
4.98 out of 5 average rating, 355 reviews

*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.

Top guest favorite
A welcoming living area showcases a large screen displaying Netflix. Two brown armchairs with throw pillows are positioned beside a modern coffee table. A cozy fireplace adds warmth, while soft gray and blue tones create a relaxing atmosphere. Natural light filters through the windows.
Home in Kittery Point
5 out of 5 average rating, 176 reviews

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!

Guest favorite
A serene view of a calm river, reflecting the warm light of sunrise. A bridge spans the water, with a rainbow faintly visible in the sky. A wooden dock extends towards the water, bordered by trees and boats moored nearby.
Home in Kittery
4.95 out of 5 average rating, 167 reviews

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!

Guest favorite
A classic Cape Cod-style home is presented, featuring crisp white siding and a welcoming American flag displayed on the front porch. Lush green grass surrounds the house, complemented by mature trees and vibrant shrubbery, creating a serene outdoor setting.
Home in Kittery
4.97 out of 5 average rating, 317 reviews

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

Top guest favorite
The cottage, featuring rustic cedar shingles, is set among lush greenery. A screened porch with large windows invites fresh air and natural light. The spacious yard is accented by varied plant life, contributing to a serene and private outdoor environment.
Cottage in Kittery
4.96 out of 5 average rating, 321 reviews

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 .

Top guest favorite
Apartment in Kittery
4.98 out of 5 average rating, 278 reviews

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.

Top guest favorite
The living area features exposed brick walls and wooden beams, giving it a historic charm. A neutral-colored sofa is positioned beside a small wooden coffee table. A round dining table with black chairs is visible, providing a cozy space for meals.
Condo in Portsmouth
4.99 out of 5 average rating, 111 reviews

Lovely 1-bdr condo in historic downtown Portsmouth

Awesome historic 1 bedroom condo in downtown Portsmouth close to everything. Sleeps up to 4 with bedroom, and queen sleeper sofa in living room. Newly renovated. Enjoy relaxing in this unique and charming space with exposed brick and beams. Full kitchen, eat in or go out! Shops and restaurants at your doorstep. Walking distance to everything downtown Portsmouth has to offer.

Top guest favorite
A modern kitchenette features stainless steel appliances, including a microwave and dishwasher. A round table is set with two stylish chairs, providing a comfortable dining space. Decorative wall art adds visual interest, while warm lighting creates an inviting atmosphere.
Apartment in Portsmouth
4.97 out of 5 average rating, 132 reviews

Enjoy downtown Portsmouth!

123 Daniel St is a stylish, modern studio located in the heart of downtown in one of Portsmouth’s original historic brick buildings. The unit is a short 2 block walk to Prescott Park, Strawberry Banke, the waterfront and Market Square. The area is overflowing with wonderful restaurants, music venues, galleries and shops.

Top guest favorite
A cozy living area features a light-colored sofa with decorative pillows, paired with a comfortable armchair. A flat-screen TV is mounted above a gas fireplace, while natural light illuminates the space through a nearby window. A round coffee table sits in the center, enhancing the inviting atmosphere.
Guesthouse in Kittery
5 out of 5 average rating, 380 reviews

Newly built, private deck with 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.

Popular amenities for Kittery vacation rentals

When is the best time to visit Kittery?

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Frequently Asked Questions

  • Where should I stay in Kittery?

    Make yourself at home in Kittery by choosing from our most frequently booked neighborhoods. We have over 270 vacation rentals in Kittery Point, over 110 vacation rentals in Elwyn Park, and over 270 vacation rentals in New Castle Island.

  • Are there vacation rentals with a dedicated workspace in Kittery?

    Yes! Work meets play with ease at over 210 vacation rentals in Kittery featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Kittery?

    Four-legged friends are welcome in Kittery. Choose from more than 90 vacation rentals for guests traveling with pets.

  • Are there Kittery vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Kittery, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in private suite rentals in Kittery?

    Experience the best of Kittery with our private suite rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Kittery have self check-in?

    Absolutely! We offer over 30 apartment rentals with self check-in in Kittery. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Kittery have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi in Kittery. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Kittery have a bbq area?

    Absolutely! We offer over 10 cottage rentals with a bbq area in Kittery. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Kittery have a gym?

    Absolutely! We offer over 20 house rentals with a gym in Kittery. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Kittery?

    Kittery has more than 260 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Kittery

  • Total vacation rentals

    Explore 440 vacation rentals in Kittery

  • Nightly prices starting at

    Kittery vacation rentals start at € 9 per night before taxes and fees

  • Verified guest reviews

    Over 33,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    430 of Kittery vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Kittery rentals

  • 4.9 Average rating

    Kittery stays are highly rated by guests—averaging 4.9 out of 5!

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