
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.

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

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!

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.

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.

The Tugboat - KingBed, Waterfront! Parking!
Location Location! Welcome to the Tugboat! A Tastefully decorated 1 Bedroom w/King Bd located on the Historic Waterfront of Portsmouth. All the shops, restaurants, rich history, festivities, and nightlife are right here a few steps away! Enjoy the sunsets over the river while sipping a glass of wine on the front steps before going out. Open the Dutch Door to watch the Tugboats and get all the smells from the restaurants surrounding you. It will be hard not to eat out every night.

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

*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!

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!

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.

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.

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 holiday rentals
Stay near Kittery's top sights
Other great holiday rentals in Kittery

Serene Hampton Beach Retreat

Charming 3-Bedroom Home - Short Walk to Portsmouth

Top Level Unit | Ocean Views | "The Sunrise Deck"

Gorgeous Kittery Pt, perfect for families, dogs!

House in Eliot

Cozy Sauna Nook

Rocky Coast of Maine Studio

Southside Cottage
When is the best time to visit Kittery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $253 SGD | $252 SGD | $254 SGD | $267 SGD | $318 SGD | $363 SGD | $414 SGD | $441 SGD | $371 SGD | $316 SGD | $269 SGD | $260 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 |
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 $13 SGD 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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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Scarborough Beach
- Long Sands Beach
- York Harbor Beach
- Canobie Lake Park
- Crane Beach
- North Hampton Beach
- East End Beach
- Salem Willows Park
- Willard Beach
- Short Sands Beach
- Gooch's Beach
- Funtown Splashtown USA
- Gunstock Mountain Resort
- Cape Neddick Beach
- Bear Brook State Park
- Crescent Beach State Park
- Palace Playland
- Footbridge Beach
- Singing Beach
- Ogunquit Playhouse




