Kittery holiday lettings

We found 2,422 holiday rentals — enter your dates for availability

Discover a selection of 16 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:14 Nov - 21 Nov

Image gallery for Kennebunk/Kennebunkport Beach House with Swimming Pool!

Pool and back porch eating area!
9.4 out of 10 rating
Exceptional
(53 reviews)

Kennebunk/Kennebunkport Beach House with Swimming Pool!

Kennebunk, ME

8% off
Price is £2,712
£387 per night
includes taxes & fees
Kennebunk/Kennebunkport Beach House with Swimming Pool!

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Find out more about Kittery

Find out more about Kittery

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. Hampton Beach and Ogunquit Beach are just a couple of the must-see attractions in the area. 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:

  • 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 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)
  • 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 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 fantastic area to stay in is the waterfront region near Kittery Point. This charming neighbourhood offers stunning views of the ocean and easy access to beautiful beaches, making it an ideal spot for those looking to enjoy the natural beauty of the Maine coastline. You can explore the picturesque Fort Foster Park, which is superb for picnicking, hiking, and enjoying the serene surroundings. There are also a variety of rental properties available here, suiting different preferences, from quaint cottages to more spacious family homes.
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, travellers should explore the areas around Fort Foster Park and Crescent Beach. The waterfront properties near Fort Foster offer stunning views of the ocean and easy access to sandy shores. Many of these beach houses feature amenities such as outdoor decks, barbecues, and spacious living areas, superb for families and groups looking to enjoy a seaside retreat.

Crescent Beach is another fantastic option, known for its tranquil atmosphere and picturesque surroundings. Here, you can find charming cottages that often come with modern conveniences like fully equipped kitchens, laundry facilities, and sometimes even private beach access. This area is ideal for those wanting a peaceful getaway while still being close to local attractions.
Are there any houseboat rentals in Kittery?
Yes, you can find houseboat rentals in Kittery, Maine. The area offers a selection of houseboats that provide a unique and charming stay right on the water. These rentals typically feature amenities such as comfortable sleeping quarters, kitchens equipped for meal preparation, and outdoor decks for enjoying the beautiful views of the surrounding waterfront. Being close to the picturesque Kittery Point, travellers can easily explore local attractions like the nearby beaches and the vibrant shops and restaurants of Kittery.
What is the most popular type of holiday rental accomodation in Kittery?
In Kittery, holiday houses are quite popular, with several available throughout the area. These properties typically come with multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups. Many holiday houses also feature outdoor spaces such as decks or patios, great for enjoying the pleasant Maine weather after a day of exploring local attractions like Fort Foster or the scenic coastline.

Cottages are another common choice, with several charming options located in quiet neighbourhoods. These often offer a cosy atmosphere with rustic decor, kitchen facilities, and sometimes even waterfront views, allowing guests to fully immerse themselves in the natural beauty of the region.

Houseboats are also a unique option for travellers looking for something different, providing a distinctive experience on the water. These rentals generally feature comfortable living quarters and amenities for cooking, offering an adventurous way to enjoy Kittery's coastal charm.

Apartments are available as well, although they are less common compared to the other types. Typically located in more urban settings, these rooms provide convenient access to local shops and restaurants, and they usually come with basic amenities like kitchenettes and comfortable living spaces.
Are there any family house rentals in Kittery?
In Kittery, Maine, there are several family-friendly house rentals available, making it a great spot for families looking to explore the area. The town features charming properties that often include spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces suitable for children to play.

Visitors will find these homes conveniently located near the scenic Kittery Point, where stunning views of the coastline can be enjoyed, as well as close to features like Fort McClary State Historic Site, which offers ample opportunities for picnicking and exploring history.
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 for travellers looking to share their holiday experience with their furry companions. Many of these rentals come equipped with amenities such as spacious backyards, outdoor seating areas, and fully equipped kitchens, providing a comfortable base for families and groups.

The charming town is close to beautiful coastal spots, and one popular area is Fort Foster Park, where visitors can enjoy scenic walking trails and beach access, making it ideal for pet owners. Additionally, the nearby Kittery Point area offers lovely waterfront views and parks that are superb for leisurely strolls with pets.
Are there any remote work holiday rentals in Kittery?
In Kittery, Maine, there are some remote work-friendly holiday rentals available, with around 12 options to choose from. Many of these properties cater specifically to those looking to balance work and leisure, featuring amenities such as reliable Wi-Fi, dedicated workspaces with desks and chairs, and comfortable living areas to help maintain productivity. 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 holiday 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 holiday rental?
The best time to visit Kittery for a holiday rental is during the peak summer months of June to August, with July being the most popular month. This vibrant period attracts travellers, eager to soak up the sun and explore the beautiful coastline of Maine. With warm temperatures averaging in the mid-20s Celsius, visitors can enjoy a range of outdoor activities, from beach days at Fort Foster Park to exploring the charming shops and eateries along Route 1.

During these summer months, Kittery comes alive with festivals, farmers' markets, and a lively atmosphere great for socialising. The coastal views, coupled with the proximity to nearby attractions like the historic town of Portsmouth and the scenic beaches of the southern Maine coastline, make it an ideal time for those looking to embrace the local culture and natural beauty.

For those seeking a more budget-friendly option, consider visiting in December, when Kittery transforms into a charming winter wonderland. While this month may be quieter in terms of tourist activity, it offers a great experience with festive decorations, local holiday markets, and the opportunity to enjoy a peaceful retreat during the off-season.
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, visitors can enjoy a variety of attractions that highlight the area's charm and coastal beauty. The Kittery Outlets are a popular destination for shopping enthusiasts, offering a range of stores set in a picturesque environment. Nearby, Fort McClary State Historic Site provides a glimpse into the region's military history, with its well-preserved structures and scenic views of the Piscataqua River.
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 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 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.

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