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Vacation rentals in Kittery

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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 R 1,151 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 34,440 verified reviews to help you choose

  • Family-friendly vacation rentals

    270 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 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!

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

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.

5.0 out of 5 average rating, 329 reviews
Top guest favorite
A deck overlooking the water features a round table surrounded by four chairs, each with turquoise cushions. An umbrella stands in the center of the table, providing shade. A decorative rug with an oceanic design is positioned underneath the table, complementing the serene water views.
Cottage in Eliot

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.

4.99 out of 5 average rating, 216 reviews
Top guest favorite
A spacious sleeping area features a large bed with decorative pillows and a textured blanket. Nightstands are positioned on both sides, each with a lamp and small items. Soft light filters through sheer curtains, complementing the pleasant wall art above the bed.
Guest suite in Kittery Point

Seacoast Suite

Welcome to our traditional Maine Gambrel where you will have a private entrance, bedroom, bathroom and sitting area. The 250 sq ft suite has a queen bed, tv, Wi-Fi, hot drinks, mini fridge, microwave, and private space. We are located just over an hour from Boston or Portland, 5 min to Kittery shopping outlets, half mile to a boat launch & 5-15 min drive to a number of beaches. We are located in a quiet residential neighborhood. We ask for no animals since there's a cat that lives here too.

4.97 out of 5 average rating, 183 reviews
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

*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.

4.98 out of 5 average rating, 388 reviews
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

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.

5.0 out of 5 average rating, 120 reviews
Top guest favorite
A charming cottage is adorned with warm outdoor lighting, creating a welcoming presence. The porch features festive decorations, while neatly trimmed bushes lined with lights add to the inviting atmosphere. Adjacent, another structure can be seen, surrounded by greenery and utility lines.
Cottage in Kittery

Badgers Island Cottage

You will fall in love with this cozy Maine cottage on Badgers Island! From its lovely views of the Piscataqua River, to its gardens, open-concept floor plan and tasteful style -- it is everything an island home should be. Features an updated kitchen with brand new appliances with granite counters, Brand new tub, toilet, and vanity, wood floors in every room, and full walk-out basement. Walk to Portsmouth or sit on the porch and watch the boats go by -- island living at its best!

4.94 out of 5 average rating, 164 reviews
Guest favorite
A bright bedroom features a spacious bed dressed in white linens. Large windows with ocean views are adorned with dark blue curtains, and wooden beams enhance the ceiling's height. A cozy accent chair rests beside the bed, creating a relaxing corner to enjoy the scenery.
Home in York

Unique beach house on Long Sand Beach!

Located in front of the sea, The BLUE WAVE is a rare beach home! The wide beach with fine sand allows families and friends to enjoy activities, walk and watch the surfers. The house, with its 4 stylishly decorated rooms, makes for an unforgettable vacation experience. The kitchen is fully equipped. Excellent restaurants and stores await you to make your stay even more unforgettable! SPA OPEN ALL YEAR! The primary guest making the reservation must be at least 21 years old.

4.96 out of 5 average rating, 104 reviews
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

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!

5.0 out of 5 average rating, 207 reviews
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

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!

4.92 out of 5 average rating, 194 reviews
Top guest favorite
A cozy living space features exposed wooden beams and wide pine flooring. A comfortable sofa is placed beside a coffee table, while a television is mounted above a brick fireplace. Natural light fills the room through multiple windows, enhancing the inviting ambiance.
Apartment in York

History Steps from the Beach

If you’re looking for more space and amenities than staying in a hotel room, but still want the cleanliness and professionalism you’d expect from one, then you may enjoy staying here. Our spacious 3 room, 1,200 square foot historic (c. 1670) one bedroom apartment for two guests has exposed beams, wide pine floors, full bath, kitchenette, and is just a short walk to Long Sands Beach or a short drive to York Beach, York Harbor, or York Village.

4.98 out of 5 average rating, 363 reviews
Top guest favorite
Apartment in Kittery

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.

4.98 out of 5 average rating, 309 reviews
Top guest favorite
Home in Kittery

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.

4.96 out of 5 average rating, 135 reviews

Popular amenities for Kittery vacation rentals

Self check-inGymBBQ grillLaptop-friendly workspaceWifi

Stay near Kittery's top sights

Jenness Beach

27 locals recommend

North Hampton Beach

17 locals recommend

Strawbery Banke Museum

176 locals recommend

York Harbor Beach

16 locals recommend

Wallis Sands Beach

20 locals recommend

The Music Hall

120 locals recommend

Other great vacation rentals in Kittery

Top guest favorite
A spacious bedroom is presented, featuring a dark wooden bed frame with a light-colored bedding set. Two nightstands with lamps are positioned on either side. Natural light enters through three windows, complementing the warm tones of the wooden floor and subtle wall color.
Home in Kittery

Fantastic Kittery Home with Pool

4.96 out of 5 average rating, 69 reviews
Top guest favorite
A sunlit living area is showcased, featuring a light grey couch draped with a knit blanket. A wooden coffee table is positioned in the center, and two lamps provide additional lighting. Large windows frame views of lush greenery outside, enhancing the tranquil ambiance.
Home in Kittery

The Bird House: Serene cottage close to everything

4.93 out of 5 average rating, 74 reviews
Top guest favorite
A landscaped outdoor patio area features comfortable seating arrangements and a coffee table. Lush greenery and flowering plants surround the space, while a path leads towards the side of the house, enhancing the home's inviting exterior.
Home in Kittery

Charming 3-Bedroom Home - Short Walk to Portsmouth

4.97 out of 5 average rating, 76 reviews
Guest favorite
Guesthouse in Eliot

Skylights & Tides King Studio - Kittery/Portsmouth

4.9 out of 5 average rating, 63 reviews
Guest favorite
A charming yellow farmhouse is depicted from an outdoor angle, showcasing the structure's distinct architecture. The surrounding area features landscaped gardens and a gravel driveway, with trees in the background adding a natural touch. The roof is covered with brown shingles, enhancing the home’s traditional look.
Home in Kittery Point

Farmhouse Gem: hot tub & fireplace

5.0 out of 5 average rating, 15 reviews
Top guest favorite
Home in Rye

Endless Summers

5.0 out of 5 average rating, 10 reviews
Top guest favorite
Apartment in Kittery Point

Kittery Point Seaside Getaway

5.0 out of 5 average rating, 29 reviews
Guest favorite
The exterior of the coastal home showcases a modern design with various textured siding and multiple windows reflecting natural light. Surrounded by trees, the property features a wrap-around deck and is positioned on a slight elevation, providing a glimpse of the surrounding landscape.
Home in Kittery

Tranquil & Spacious Water View Home

4.83 out of 5 average rating, 72 reviews

When is the best time to visit Kittery?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 3,338 ZARR 3,387 ZARR 3,288 ZARR 3,650 ZARR 4,209 ZARR 5,031 ZARR 5,360 ZARR 5,705 ZARR 4,801 ZARR 4,423 ZARR 3,946 ZARR 3,765 ZAR
Avg. temp-5°C-3°C1°C7°C13°C18°C21°C20°C16°C10°C4°C-1°C

Frequently Asked Questions

  • What are the best places to stay in Kittery?

    Neighborhoods near the harbor, around Kittery Foreside, and close to the outlets are often recommended for their blend of local flavor and convenience. Many stays have easy access to both nature and dining.

  • What are the best things to do in Kittery with kids?

    Families often enjoy waterfront parks, local beaches, and relaxed boat outings. Interactive museums and sweet shops around town make for fun stops with younger travelers.

  • What are some of the best things to do in Kittery?

    Explore the local outlets, visit historic forts, and enjoy fresh seafood along the waterfront. Kittery also has galleries, walking paths, and nearby nature spots for a balanced experience.

  • How is the weather in Kittery?

    Kittery has cold, snowy winters with average highs of 33–38°F (0–3°C) in January and December, and warm summers reaching 76–81°F (24–27°C) in June through August. Rainfall is steady year-round, so packing layers and a raincoat is often helpful.

  • When is the best time to visit Kittery?

    Late spring through early fall is often recommended for milder temperatures, with highs between 60–80°F (16–27°C), and lively outdoor events. Cooler months bring fewer crowds and a quieter coastal atmosphere.

  • What are the best places to visit in Kittery?

    Popular spots include Kittery outlets, waterfront parks, and preserved colonial sites. Art galleries, classic seafood shacks, and historic forts also draw frequent interest from visitors.

  • What are some hiking trails in Kittery?

    Kittery has nature preserves and forested trails, with paths through woodlands, along tidal marshes, and near historic sites. Visitors often explore walking routes in town parks or conservation lands.

  • What are some family activities we can do in Kittery?

    Families can explore waterfront parks, visit local museums, or enjoy boat tours on calmer days. Many find time at local beaches or ice cream shops around Kittery memorable for all ages.

  • What are some of the best day trip ideas from Kittery?

    Around Kittery, many explore coastal villages, lighthouse routes, or nearby nature reserves. Historic towns and local farms also attract those seeking culture, food, and scenic landscapes.

  • Are there any pet friendly accommodations available in Kittery?

    Many accommodations in Kittery welcome pets, especially in areas near the waterfront and around shopping districts. It is often recommended to review pet policies in advance to ensure a comfortable stay for both you and your companion.

  • What are some local tips for visiting Kittery?

    Layered clothing is helpful due to changing coastal weather, and parking areas can fill quickly near outlets or popular sites, especially in warmer months. Locals often suggest sampling seafood directly from neighborhood markets or casual spots.

  • What is Kittery known for?

    Kittery is known for its historic shipbuilding heritage, thriving outlet shopping, and seafood traditions. The town also has access to scenic waterfronts and preserved colonial sites, reflecting its long-standing New England history.

  • What are the best hidden gems to explore in Kittery?

    Visitors often find charm in smaller art studios, tucked-away nature preserves, or locally owned bakeries off the main streets. Historic cemeteries and quieter shoreline paths also provide a more laid-back perspective of Kittery.

  • What are the best foods to try in Kittery?

    Seafood dishes are frequently suggested, including lobster rolls, fried clams, and chowder. Many visitors also seek out locally baked breads, coastal-inspired sweets, and regional specialties in casual waterfront eateries.

  • What should I bring for a trip to Kittery?

    Pack comfortable layers, a waterproof jacket, and shoes suitable for walking on varied terrain. Many visitors include sun protection and reusable bags for market shopping or beach visits.

  • What is the nightlife in Kittery like?

    Kittery’s nightlife features casual pubs, local music venues, and coastal eateries that stay open into the evening. The vibe is relaxed, with an emphasis on conversation, live music, and classic New England fare.

  • What are the most popular events or festivals in Kittery?

    Seasonal festivals, including summer waterfront gatherings and holiday markets, are among the most popular local events. Art walks and food-focused weekends are also frequently suggested, particularly during warmer months.

  • Are there family friendly vacation rentals in Kittery?

    Kittery has a variety of family friendly vacation rentals, including cottages and homes with shared yards or kitchen spaces. Many are located near beaches, parks, and the central shopping areas.

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