Holiday rentals in Kittery

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Top-rated holiday rentals in Kittery

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

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Top guest favourite
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.
Flat in Kittery
4.95 out of 5 average rating, 114 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 favourite
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
4.97 out of 5 average rating, 161 reviews

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.

Guest favourite
A well-appointed sleeping area is highlighted by a queen bed featuring a neutral-colored patterned blanket. A woven basket of towels rests at the foot of the bed. Simple decor elements include bedside lights and a potted plant, contributing to a calm atmosphere.
Flat in Portsmouth
4.81 out of 5 average rating, 698 reviews

Unit 3 Studio - Historical Building Market Square

Under new ownership and recently updated, spacious studio located in the heart of downtown Portsmouth in one of the original historic buildings. With great natural light on 4th floor, we are a walk to everything Portsmouth has to offer. Kitchen includes all customary amenities plus Keurig coffee maker with k-cups. Enjoy your coffee or morning treat at the kitchen bar. NOTE: AC units during summer months (June - September); this unit is located on the third floor, few flights of stairs

Top guest favourite
A modern coastal home featuring a light grey shingle exterior and a contrasting dark roof. The entrance showcases a well-defined porch with elegant lanterns and large windows, while a driveway leads to a two-car garage. Lush greenery surrounds the property, enhancing the seaside setting.
Home in Cape Neddick
4.99 out of 5 average rating, 150 reviews

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.

Top guest favourite
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 Badger's Island
4.94 out of 5 average rating, 154 reviews

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!

Top guest favourite
A modern living area features a light-colored sectional sofa adorned with green accent pillows. A sleek coffee table with a reflective surface is centered on the wood flooring. Natural light filters through a nearby window, illuminating the space and a botanical print hangs on the wall.
Flat in Kittery
4.97 out of 5 average rating, 254 reviews

Fresh Modern Garden Level Kittery Studio

This stylish garden level modern apartment is well located in Kittery and provides local recommendations from the hosts that live in the upper unit. The kitchen is fully stocked with all your cooking and coffee needs, and includes an under-counter fridge, under-counter freezer, and microwave. The house is less than a mile to downtown Kittery and the shipyard gates, and less than two miles to Portsmouth. (All very walkable with sidewalks) Kittery STR License Number: ABNB-25-43

Top guest favourite
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, 169 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 favourite
A cozy living room is featured, furnished with a green couch and a wooden coffee table. Natural light is provided by two large windows, framed with gray curtains. A flat-screen TV is positioned on a contemporary media console, complemented by a leather ottoman.
Flat in Kittery
4.96 out of 5 average rating, 111 reviews

Charming retreat in Kittery

Welcome to our Airbnb. Less than 10 min drive to downtown Kittery and Portsmouth - easy access to the shops and restaurants in Market Square and the Kittery Foreside. Take a drive along the seacoast, explore Fort Foster, or sit back and relax on Long Sands beach. Enjoy the 43" 4K TV with all the apps. The kitchen is stocked with all the essentials including a Keurig machine & K-Cups. Plus, off-street parking, air conditioner, FAST WiFi, & a comfy bed!

Top guest favourite
The exterior of a red barn-style structure is showcased, featuring a white picket fence surrounding a landscaped area with greenery. A garage door is visible, along with multipaned windows that enhance the building's character. The setting is outdoors, under a partly cloudy sky.
Guest suite in Eliot
4.98 out of 5 average rating, 260 reviews

The Rafters

The Rafters is a finished studio space above our late 1800s barn. It has beautiful light and feels like a getaway as soon as you open the door. With the proximity to Portsmouth, NH and local attractions in Maine, you can escape to the Rafters, but with the ease of being so close to everything. Our neighborhood is beautiful and you can walk down to many spots that overlook the Piscataqua River. Or Uber home from a fun night in Portsmouth!

Top guest favourite
An open layout features a kitchen area and dining space with a wood table and two chairs. The cozy sleeping area includes a spacious bed against a wooden accent wall. Pendant lights hang above, while natural light from the windows highlights the wood flooring.
Flat in Kittery
4.98 out of 5 average rating, 271 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 favourite
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.
Apartment 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.

Guest favourite
Home in Kittery
4.97 out of 5 average rating, 265 reviews

#1 Foreside Home | Walk 2 Harbor&Dining | PVT Deck

🌊 Escape to Kittery, Maine for a peaceful coastal getaway! Our 3-bedroom, 3-bathroom home comfortably sleeps up to 10 guests and is just a short 🚶‍♂️ walk from Kittery Foreside, known for its excellent shopping 🛍️ and dining 🍽️ options.

Popular amenities for Kittery holiday 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 $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do hotel rentals in Kittery have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi 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.

  • Do house rentals in Kittery have a bbq area?

    Absolutely! We offer over 80 house rentals with a bbq area in Kittery. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • 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 holiday rentals in Kittery

  • Total holiday rentals

    Explore 440 holiday rentals in Kittery

  • Nightly prices starting at

    Kittery holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 33,600 verified reviews to help you choose

  • Family-friendly holiday rentals

    260 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wifi availability

    430 of Kittery holiday rentals include wifi 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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