Kittery vacation rentals

We found 2,418 vacation rentals — enter your dates for availability

Discover a selection of 16 homes and other vacation rentals in Kittery that are perfect for your trip. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, such as parking and a pool. At the end of the day, you'll find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Kittery

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Find out more about Kittery

Find out more about Kittery

Why visit Kittery

  1. Beautiful Beaches: Enjoy Kittery's stunning coastline, perfect for relaxation and outdoor activities.
  2. Rich History: Explore historic houses and engaging museums that showcase the area's fascinating past.
  3. Charming Downtown: Discover local shops and eateries in Kittery's inviting downtown area.
  4. Outdoor Activities: Experience a variety of outdoor pursuits suitable for families and adventurers alike.
  5. Variety of Accommodations: Choose from cozy cottages or modern condos for a comfortable stay.

Popular types of accommodation in Kittery

Discover the charm of Kittery with our selection of vacation rentals. Whether you’re seeking cozy cottage rentals, modern condo rentals, or friendly private homes, there’s something for everyone. Enjoy relaxing outdoor seating while soaking in the beautiful surroundings. Our platform ensures you find the perfect holiday cottages that cater to your needs, guaranteeing transparency and savings for your getaway. Explore Kittery and make unforgettable memories with the ideal accommodation for your trip!

  • Houses: The top choice for visitors, offering spacious and comfortable accommodations perfect for families or groups.
  • Cottages: A charming option that provides a cozy and scenic retreat, ideal for those seeking a quaint experience.
  • Condos: A convenient choice for those desiring modern amenities and proximity to local attractions.
  • Apartments: A practical solution for solo travellers or couples looking for a home-like atmosphere.
  • Cabins: A rustic getaway that allows you to connect with nature while enjoying a peaceful stay.**

Top attractions in Kittery

Kittery, Maine, is an ideal destination for families and outdoor enthusiasts, offering a blend of city charm and natural beauty. Visitors can explore its stunning beaches, historic houses, and engaging history museums, making it a perfect spot for those seeking cultural experiences and outdoor activities. Whether you're looking to relax by the shore or delve into the area's rich history, Kittery has something for everyone to enjoy.

  1. Wentworth by the Sea Golf Club: A charming golf course with a rich history, offering stunning views and a welcoming atmosphere, perfect for both novice and experienced golfers.
  2. The Music Hall: An inviting arts centre that showcases a variety of performances, from concerts to theatre, immersing visitors in the local culture and artistic scene.
  3. Strawbery Banke Museum: A unique history museum that transports you through time with preserved buildings and engaging exhibits, highlighting the region's cultural heritage.

Things to do recommended for couples

For a romantic getaway in Kittery, consider a visit to Flag Hill Winery, located 24.1km away. Enjoy the charming atmosphere, sip on exquisite wines, and immerse yourselves in the entertainment and romance that this lovely winery has to offer.

Things to do recommended for families

Families vacationing in Kittery, Maine, can splash around at Water Country, a nearby waterpark, indulge in sweet treats at Yummies Candy and Nuts, or unwind at Rye Airfield, a recreation centre perfect for wellness and relaxation.

Things to do recommended for groups

Explore Market Square for a vibrant local market experience, shop at Kittery Premium Outlets for family-friendly fun, and unwind with craft brews at Portsmouth Brewery, perfect for a romantic evening with friends.

What do I need to keep in mind when booking a vacation in Kittery

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, it's essential to prioritize your preferences while filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Kittery with a group: Think about how many bedrooms you'll require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily refine your search for these options and more on Vrbo.
  • Traveling to Kittery with young kids: Traveling with young children can present some difficulties. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Kittery: For many families, a getaway wouldn't feel complete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Kittery: If you're seeking vacation rentals with discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Kittery

Kittery, Maine, is a charming destination perfect for families and outdoor enthusiasts alike. Explore the inviting downtown area, where you can enjoy local shops and eateries, or venture into nearby Southern Maine and New Hampshire for stunning scenery and rich history. With its friendly atmosphere and relaxing vibes, Kittery offers a memorable vacation experience that caters to all ages. Discover the right home base in Kittery for an unforgettable getaway!

  • Portsmouth: Located a mere 3.2km from Kittery, Portsmouth is a vibrant city known for its rich maritime history and scenic waterfront. Visitors can enjoy a variety of outdoor activities, from exploring picturesque parks to teeing off at local golf courses. The city is family-friendly, with attractions like the beach and a bustling tourist precinct that offers shops and restaurants. Not to be missed is the iconic Strawberry Banke Museum, where you can step back in time and experience historic New England life.
  • York Beach: Situated 14.5km from Kittery, York Beach is a delightful coastal destination perfect for families seeking fun in the sun. The area is famed for its beautiful sandy beaches and lively atmosphere, making it an ideal spot for outdoor activities. Visitors can indulge in water sports, relax on the shore, or explore the local ski fields for a different experience. The beach is lined with charming shops and eateries, ensuring that there’s something for everyone to enjoy.
  • York: Just 11.3km away from Kittery, York is a quaint town that offers a perfect blend of beachside relaxation and family-oriented activities. With its stunning beaches and scenic lakes, York is ideal for outdoor enthusiasts and families. Visitors can partake in educational programs, enjoy a round of golf, or explore the local attractions that highlight the region's natural beauty. The welcoming atmosphere and community spirit make York a fantastic stop for anyone looking to unwind and enjoy coastal Maine.

Best time to go to Kittery

If you're planning a trip to Kittery, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January27.3°F (-2.6°C)Light RainMostly SunnyModerately LowSlightly Low
February28.4°F (-2.0°C)Light RainMostly SunnyAverageSlightly Low
March34.9°F (1.6°C)Light RainMostly SunnyAverageSlightly Low
April45.1°F (7.3°C)Light RainMostly SunnyAverageAverage
May55.4°F (13.0°C)Light RainMostly SunnyAverageAverage
June63.7°F (17.6°C)Light RainMostly SunnyModerately HighSlightly High
July70.7°F (21.5°C)Light RainMostly SunnyModerately HighSlightly High
August69.8°F (21.0°C)Light RainMostly SunnyModerately HighSlightly High
September63.1°F (17.3°C)Light RainMostly SunnyAverageAverage
October53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
November41.9°F (5.5°C)Light RainMostly SunnyModerately LowAverage
December33.6°F (0.9°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming travels? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or manage and arrange your travel plans. You can easily access your previously saved and booked properties under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Explore the riverside setting in Kittery

Enjoy the monuments and other features of Kittery. Renowned for its shopping, seafood restaurants and riverfront, this city welcomes all visitors. Hampton Beach and Ogunquit Beach are just a couple of the must-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Kittery

Do you want to find attractions to see while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Kittery a one-of-a-kind vacation spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Wentworth by the Sea Golf Club (2.5 mi / 3.9 km)
  • York's Wild Kingdom (8.6 mi / 13.8 km)
  • Flag Hill Winery (14.8 mi / 23.8 km)
  • Yummies Candy and Nuts (2.1 mi / 3.4 km)
  • York Golf and Tennis Club (5.2 mi / 8.3 km)
  • The Ledges Golf Club (7.1 mi / 11.4 km)

Exploring the natural landscape of Kittery

Whether you're looking for fun outdoor activities or just want to take in the scenery, Kittery is a great place to get outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Hampton Beach (13.3 mi / 21.3 km)
  • Ogunquit Beach (13.3 mi / 21.4 km)
  • Prescott Park (1.1 mi / 1.8 km)
  • Wallis Sands State Beach (4.2 mi / 6.8 km)
  • York Harbor Beach (5.7 mi / 9.2 km)
  • Jenness State Beach (7.2 mi / 11.5 km)

Seasonal weather averages in Kittery

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 67°F.

Traveling to and around Kittery

The nearest airport is in Portsmouth, NH (PSM-Portsmouth Intl.), located 4.1 mi (6.6 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Sanford, ME (SFM-Sanford Seacoast Regional), which is 21.7 mi (34.9 km) away.

Frequently asked questions

What is the best area to stay in Kittery when booking a vacation rental?
When considering a vacation rental in Kittery, Maine, a fantastic area to stay is the scenic neighbourhood near Kittery Point. This charming locale offers stunning waterfront views and easy access to the picturesque coastline. One of the top attractions in this area is the Kittery Point Lighthouse, which provides a lovely backdrop for photography enthusiasts and those who appreciate maritime history. Additionally, the nearby Fort McClary State Historic Site offers a glimpse into the area's rich past, with well-preserved structures and beautiful picnic areas.

Another great option is the area around the bustling Kittery Foreside, known for its vibrant arts scene and eclectic shops. This neighbourhood boasts a variety of vacation rental properties, often reflecting the town's maritime heritage. Visitors can enjoy exploring the local boutiques and galleries, as well as indulging in the delightful seafood offerings at nearby restaurants. The proximity to the charming town of Portsmouth, just a short drive across the bridge, enhances the appeal, offering even more dining and entertainment options.
How much does it cost to rent a vacation home in Kittery?
Prices for vacation rentals in Kittery vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Kittery to more spacious homes.
Are there any discounts for Kittery vacation house rentals?
You can find great discounts on house rentals in Kittery on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Kittery?
For renting a beach house in Kittery, Maine, travellers should consider the scenic area near Fort Foster Park, which offers beautiful views of the ocean and easy access to sandy beaches. Properties in this vicinity often come equipped with amenities such as outdoor decks for enjoying the coastal breeze, spacious living areas, and fully equipped kitchens superb for family gatherings after a day of beach activities.

Additionally, the area around Kittery Point provides a charming seaside atmosphere with access to rocky shores and picturesque landscapes. Many beach houses here feature private yards and outdoor grills, ideal for summer barbecues. The proximity to local shops and restaurants enhances the convenience for visitors looking to explore the local cuisine and culture.
Are there any houseboat rentals in Kittery?
Yes, Kittery offers a selection of houseboat rentals for travellers seeking a great experience on the water. These houseboats are typically located near the scenic waterfront, providing easy access to the charming local attractions such as the Kittery Outlets and Fort McClary State Park. Guests can expect amenities like fully equipped kitchens, comfortable living areas, and outdoor decks for enjoying the views and fresh sea breezes.
What is the most popular type of vacation rental accomodation in Kittery?
In Kittery, vacation houses are the most popular type of rental accommodation, with several available throughout the area. These spacious properties often come with multiple bedrooms, fully equipped kitchens, and outdoor spaces ideal for barbecues or enjoying the coastal breeze. Many are located near points of interest such as Fort McClary State Park and the picturesque Kittery Point, providing easy access to stunning views and local attractions. Additionally, there are several charming cottages and a variety of apartments available, suiting different preferences and group sizes. For those seeking a great experience, houseboats are also an option, offering a distinctive stay on the water.
Are there any family house rentals in Kittery?
In Kittery, Maine, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area features charming neighbourhoods close to the coastline, where visitors can enjoy easy access to beautiful beaches and scenic spots.

Many of these homes come equipped with spacious living areas, full kitchens for preparing family meals, and outdoor spaces superb for children to play. Some properties may also offer amenities like laundry facilities and Wi-Fi, ensuring a comfortable stay for the whole family.
Can I find long-stay vacation rentals in Kittery?
A long-stay vacation rental in Kittery is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Kittery?
In Kittery, there are several pet-friendly house rentals available, providing a great option for travellers wishing to bring their furry companions along. Many of these vacation homes come equipped with amenities such as fully fitted kitchens, spacious living areas, and outdoor spaces like decks or gardens, allowing for a comfortable stay.

The town's proximity to the scenic coastline means that visitors can enjoy beautiful beaches and waterfront areas, with nearby parks that are ideal for walking pets. Additionally, the vibrant local community offers pet-friendly dining options, making it easy to enjoy meals out with your four-legged friend.
Are there any remote work vacation rentals in Kittery?
In Kittery, Maine, there are several remote work vacation rentals available, specifically around 12 options that cater to those looking to combine work and leisure. This charming coastal town offers a variety of accommodations, many of which come equipped with essential amenities for remote work, including Wi-Fi, desk chairs, and dedicated workspaces.

Travellers can expect to find properties that provide comfortable living areas, fully equipped kitchens for self-catering, and often outdoor spaces to unwind after a day of work. The area is known for its rich maritime history and proximity to beautiful beaches, making it an excellent choice for remote workers seeking a balance between productivity and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Kittery vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Kittery with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Kittery?
In Kittery, popular vacation rental amenities include essential kitchen appliances such as cookware, dishware, and utensils for guests who prefer to prepare their own meals. Most rentals feature a microwave and stovetop, making it convenient for cooking quick meals or snacks. Additionally, a refrigerator is commonly available to store groceries, while a coffee teamaker is often provided to ensure guests can enjoy their morning brew.
When is the best time to visit Kittery for a vacation rental?
July is the most popular month for visitors to Kittery, making it an ideal time to book a vacation rental in this charming coastal town. During the peak season from June to August, Kittery comes alive with families and adventure seekers drawn to its beautiful beaches and vibrant local culture. The warm summer temperatures, typically in the high teens to low 20s Celsius, create superb conditions for outdoor activities, such as kayaking and exploring the scenic coastline.

While the summer months buzz with excitement, visitors can also enjoy a relaxed atmosphere by planning their trip in December. This off-peak month offers a great experience, with fewer crowds and the opportunity to appreciate Kittery's quaint charm, especially during the vacation season.
How early should I book a Kittery vacation rental?
Book your Kittery vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Kittery?
In Kittery, visitors can explore a variety of attractions that highlight the area's coastal charm. The picturesque Kittery Point offers stunning ocean views and is close to Fort McClary State Historic Site, where guests can learn about the area's military history while enjoying scenic walks along the shore.

The bustling Kittery Outlet Malls provide ample shopping opportunities, featuring a diverse range of brand-name stores, superb for those looking for unique finds. Additionally, the nearby Portsmouth Naval Shipyard, located just across the bridge in Portsmouth, New Hampshire, offers fascinating insights into naval history and shipbuilding.
Can I change or cancel my Kittery home rental booking on Vrbo?
To find Kittery vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Kittery vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
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