Kittery holiday lettings

We found 2,398 holiday rentals — enter your dates for availability
Discover a selection of 20 homes and other holiday rentals in Kittery that are perfect for your trip. Holiday homes provide the best amenities for you and your friends, family or even pets, such as air conditioning and a pool. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Kittery

Showing deals for:5 Feb - 12 Feb

Image gallery for Amazing remodeled house that sleeps 11! Walk to downtown Portsmouth and park 8+

Private kitchen
9.4 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)

Amazing remodeled house that sleeps 11! Walk to downtown Portsmouth and park 8+

Portsmouth

8% off
Price is £4,277
for 7 nights, 1 home
£611 per night
includes taxes & fees
Amazing remodeled house that sleeps 11! Walk to downtown Portsmouth and park 8+

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Explore the riverfront setting in Kittery

Enjoy the monuments and other features of Kittery. Renowned for its shopping, seafood restaurants and riverfront, this city welcomes all visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Kittery

Are you hoping to discover things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Kittery a one-of-a-kind holiday spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • York Golf and Tennis Club (5.2 mi / 8.3 km)
  • Great Bay Pottery (9.4 mi / 15.1 km)
  • The Links at Outlook (11.3 mi / 18.2 km)
  • Cape Neddick Country Club (12.1 mi / 19.4 km)
  • Flag Hill Winery (14.8 mi / 23.8 km)
  • Wonder Mountain Fun Park (15 mi / 24.2 km)

Exploring the natural landscape of Kittery

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Kittery is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Hampton Beach (13.3 mi / 21.3 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)
  • Long Sands Beach (7.9 mi / 12.8 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 19°C.

Travelling to and around Kittery

The nearest airport is in Portsmouth, NH (PSM-Portsmouth Intl.), located 4.1 mi (6.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly 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 holiday rental?
When considering a holiday rental in Kittery, Maine, a popular area to stay is near the waterfront. This picturesque neighbourhood offers a charming blend of coastal beauty and convenience, making it a delightful choice for visitors. You will find a variety of properties available, ranging from cosy cottages to more spacious homes, often with stunning views of the water.

Staying in this area places you within easy reach of popular attractions such as the Kittery Outlets, which are great for those looking to indulge in a bit of shopping. Additionally, the nearby Fort McClary State Park provides a wonderful opportunity for outdoor activities, including walking trails and historical exploration. The vibrant setting along the waterfront is also complemented by a selection of excellent seafood restaurants, allowing you to savour the local cuisine.
How much does it cost to rent a holiday home in Kittery?
Prices for holiday 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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Kittery holiday 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, the area around Fort Foster is a lovely choice, offering picturesque views of the ocean and easy access to sandy beaches. Properties in this vicinity often come equipped with modern amenities, such as outdoor decks for al fresco dining, fully stocked kitchens for self-catering, and spacious living areas that are superb for families or groups. Many of the rentals also feature outdoor showers, which are ideal for rinsing off after a day spent at the beach.

Another appealing area is near Kittery Point, where visitors can find charming homes with views of the water and proximity to scenic spots like Seapoint Beach. These properties typically boast comfortable furnishings, ample sleeping arrangements, and sometimes even private beach access. Guests can enjoy nearby attractions, including the historic Fort McClary State Park, which provides opportunities for hiking and exploring coastal fortifications.

Additionally, the local restaurants and shops add to the convenience of staying in Kittery, allowing travellers to enjoy fresh seafood and local delicacies.
Are there any houseboat rentals in Kittery?
In Kittery, several houseboat rentals are available, offering a unique way to enjoy the scenic waterfront. These houseboats typically feature amenities such as fully equipped kitchens, comfortable living spaces, and outdoor decks for soaking up the sun or enjoying views of the surrounding area. Guests can expect a blend of rustic charm and modern convenience, making them ideal for a memorable holiday experience.
What is the most popular type of holiday rental accomodation in Kittery?
In Kittery, holiday houses are the most popular type of holiday rental, with around 36 available throughout the area. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation, making them ideal for families or groups. Additionally, there are several apartments, cottages, and villas scattered across the town, offering a range of options for different traveller preferences. Many of these rentals provide a cozy feel, allowing guests to unwind after exploring local attractions such as the Kittery Outlets and nearby beaches.
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 homes that provide ample space for families, often boasting multiple bedrooms and inviting living areas where everyone can relax together. Many properties come equipped with full kitchens, allowing for easy meal preparation, as well as outdoor spaces that are superb for children to play in.

Visitors will also appreciate the proximity to local attractions, such as the scenic Kittery Point and the historic Fort McClary State Park, both ideal for family outings. Additionally, the vibrant setting of nearby Portsmouth offers a variety of dining options and shopping experiences.
Can I find long-stay holiday rentals in Kittery?
A long-stay holiday 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, making it a delightful destination for travellers who wish to bring their furry companions. Many of these properties are situated close to the picturesque coastline and provide easy access to pet-friendly beaches, such as Fort Foster Park, which offers lovely walking trails and scenic views of the ocean.

The holiday rentals often come equipped with amenities such as spacious backyards, outdoor seating areas, and fully equipped kitchens, allowing guests to enjoy comfortable stays while preparing meals and relaxing outdoors. Travellers can expect a mix of charming cottages and contemporary homes, many featuring multiple bedrooms and living spaces that cater to families or groups.

Additionally, Kittery is conveniently located near local shops and restaurants, some of which welcome pets, enhancing the overall experience for visitors and their pets.
Are there any remote work holiday rentals in Kittery?
In Kittery, Maine, there are numerous remote work-friendly holiday rentals available, with around 48 options to choose from. Many of these properties are equipped with essential amenities tailored for those working remotely, such as dedicated desks and free Wi-Fi, ensuring a productive environment.

The charming coastal town offers a mix of historic charm and modern conveniences, with rentals often featuring comfortable living spaces, fully equipped kitchens, and access to outdoor areas where one can unwind after work.

Kittery is also conveniently located near popular attractions like the Kittery Outlets for shopping and the scenic Fort Foster Park, which provides lovely walking trails and ocean views. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Kittery holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 rental amenities often include a fully equipped kitchen, making it easy for guests to prepare their own meals. Many properties also feature onsite parking, which is convenient for those travelling with their own vehicles. Coffee and tea makers are commonly provided to ensure that guests can enjoy their morning brew. For those travelling with pets, many rentals are pet-friendly, allowing furry companions to join in the fun. Additionally, outdoor spaces such as decks or patios are a common amenity, offering a great spot for relaxation and enjoying the fresh Maine air.
When is the best time to visit Kittery for a holiday rental?
The best time to visit Kittery for a holiday rental is during the peak season from June to August, with July being particularly popular. This vibrant period attracts beachgoers and outdoor enthusiasts keen to explore the stunning coastline and indulge in local seafood delicacies. The warm summer temperatures, typically ranging from 15 to 30 degrees Celsius, create an inclusive setting for sunbathing, kayaking, and enjoying the scenic beauty of the area.

Visitors during these months can take full advantage of the charming shops, art galleries, and historic sites that Kittery has to offer. The lively summer events, including festivals and concerts, make this time an exhilarating experience for families and friends looking to create lasting memories.

For those seeking a more budget-friendly option, consider planning your trip in December. It's cooler, with temperatures dipping to around 0 degrees Celsius, Kittery transforms into a picturesque winter wonderland, superb for cosy getaways and holiday shopping. You can enjoy quieter streets and the charm of festive decorations, making it an ideal time to explore the local culture without the crowds.
How early should I book a Kittery holiday rental?
Book your Kittery holiday 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 holiday 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, Maine, visitors can explore a variety of attractions that showcase the area's coastal charm. The Kittery Outlets are a popular destination for shopping, offering a range of brand-name stores in a picturesque setting. Just a short distance away, Fort McClary State Park provides historical insights and stunning views of the harbour, making it a great spot for picnicking and exploring the old fortifications.

Additionally, the nearby Seapoint Beach is great for those looking to relax by the ocean, while the scenic views along the coast are ideal for leisurely walks. Kittery's vibrant waterfront area features local seafood restaurants and the iconic Maine Diner, known for its classic American fare.
Can I change or cancel my Kittery home rental booking on Vrbo?
To find Kittery holiday 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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Kittery holiday 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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