Kittery Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Kittery

Pink Blossom Family Resort
3.0 star property
9.6 out of 10, Exceptional, (298)
"Extremely clean. Staff very helpful, pleasant. Great place to stay. "
United States
Violet
The price is AU$215
includes taxes & fees
26 Oct - 27 Oct
Pink Blossom Family Resort
Elmwood Resort Hotel
3.0 star property
9.6 out of 10, Exceptional, (394)
"I love staying at Elmwood Resort when I visit Maine; it's my go-to spot."
United States
Johana
The price is AU$243
includes taxes & fees
9 Nov - 10 Nov
Elmwood Resort Hotel
Rye Motor Inn: An Adults-Only Apartment Hotel
3.0 star property
9.6 out of 10, Exceptional, (90)
"A wonderful place to stay. "
United States
Timothy
The price is AU$346
includes taxes & fees
26 Oct - 27 Oct
Rye Motor Inn: An Adults-Only Apartment Hotel
Great Island Inn
3.5 star property
10.0 out of 10, Exceptional, (115)
"Great place, wonderful neighborhood and I would stay there again."
United States
Sean
The price is AU$335
includes taxes & fees
4 Nov - 5 Nov
Great Island Inn
Nautical Mile
2.5 star property
8.6 out of 10, Excellent, (18)
"The room was very nice optimum size. The staff was exceptional. I would stay there again"
United States
Donald
The price is AU$358
includes taxes & fees
30 Oct - 31 Oct
Nautical Mile
Southern Maine Retreat < 2 Mi to Wells Beach!
3.0 star property
10.0 out of 10, Exceptional, (1)
"What an amazing place and area. Long weekend trip here was amazing. Great amenities, great hot tub, close to everything. Will definitely stay again."
Canada
Gilbert
Southern Maine Retreat < 2 Mi to Wells Beach!
Ogunquit Beach Cottage With Resort Amenities
10.0 out of 10, Exceptional, (16)
"It was nice and relaxing "
United States
Joan C.
The price is AU$1,229
includes taxes & fees
26 Oct - 27 Oct
Ogunquit Beach Cottage With Resort Amenities
Studio condo with screened porch and seasonal pool/pool table - near beaches
8.0 out of 10, Very good, (52)
"This condo was so accessible to the beach and other attractions. It had everything on property that we were looking for! It was a great place to stay!"
United States
Jessica
The price is AU$372
includes taxes & fees
27 Oct - 28 Oct
Studio condo with screened porch and seasonal pool/pool table - near beaches
Studio with screened balcony, pool table, & seasonal pool - near beaches
8.2 out of 10, Very good, (37)
"Very well groomed, pretty grounds. We had an excellent view from our screened in porch over a courtyard with large trees & tons of birds. Not crowded since privately owned condos. Will go again if possible. "
United States
Susan J N.
The price is AU$372
includes taxes & fees
28 Oct - 29 Oct
Studio with screened balcony, pool table, & seasonal pool - near beaches
The Addie Shack | Pet Friendly | Steps to Beach
9.6 out of 10, Exceptional, (18)
"Great location and beautiful shack perfect for staying by the beach."
United States
Lirian C.
The price is AU$621
includes taxes & fees
4 Nov - 5 Nov
The Addie Shack | Pet Friendly | Steps to Beach
Coastal Condo with Pool at Wells Beach
10.0 out of 10, Exceptional, (4)
"I absolutely loved it here! Very clean and newly updated! They were very kind and helpful! I will stay here again!"
United States
Y D.
The price is AU$529
includes taxes & fees
16 Nov - 17 Nov
Coastal Condo with Pool at Wells Beach
Beachfront | Panoramic Views | "Oceanfront Oasis"
9.8 out of 10, Exceptional, (33)
"Overall was great, liked the grill on the beach"
United States
Benjamin J.
The price is AU$611
includes taxes & fees
4 Nov - 5 Nov
Beachfront | Panoramic Views | "Oceanfront Oasis"
The Seahorse - The Heart of Hampton Beach!
2.0 star property
The price is AU$682
includes taxes & fees
28 Oct - 29 Oct
The Seahorse - The Heart of Hampton Beach!
Ocean Hideaway | Rooftop Deck | Fireplace
2.0 star property
The price is AU$999
includes taxes & fees
5 Nov - 6 Nov
Ocean Hideaway | Rooftop Deck | Fireplace
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
2.0 star property
10.0 out of 10, Exceptional, (17)
"It was a last minute trip and so happy I found this house. Beach was close and quiet for an early June visit and Billy restaurant was so close and great food. Will be visiting again. "
United States
becky b.
The price is AU$733
includes taxes & fees
27 Oct - 28 Oct
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
Beautiful Guest House in Picturesque South Berwick - 420 Friendly
2.0 star property
9.6 out of 10, Exceptional, (9)
"Clean and quiet stay. Property manager was very responsive. Close drive to downtown."
United States
Monica A.
The price is AU$825
includes taxes & fees
27 Oct - 28 Oct
Beautiful Guest House in Picturesque South Berwick - 420 Friendly
The Motel closest to the beach! Pet Friendly! The Best Surfing!
9.2 out of 10, Wonderful, (69)
"Thanks for the room. It was perfect for our weekend getaway. Your communication and instructions were also perfect. Cheers."
United States
David
The price is AU$289
includes taxes & fees
3 Nov - 4 Nov
The Motel closest to the beach! Pet Friendly! The Best Surfing!
Moody Beach Vacation Home walk across the street to beach & beautiful ocean view
9.8 out of 10, Exceptional, (39)
"This property was perfect for our family vacation! With 3 young children, we were easily able to make the short walk to the beach! The home was spacious for our family and we enjoyed eating breakfast on the back deck and sitting in the rocking chairs on the balcony in the evenings. "
United States
Heather K.
The price is AU$1,512
includes taxes & fees
24 Oct - 25 Oct
Moody Beach Vacation Home walk across the street to beach & beautiful ocean view
Cute and Cozy Cape in the Heart of Ogunquit Center
10.0 out of 10, Exceptional, (37)
"Picture perfect location for a family weekend in beautiful Ogunquit! "
United States
Julie M.
The price is AU$1,221
includes taxes & fees
26 Oct - 27 Oct
Cute and Cozy Cape in the Heart of Ogunquit Center
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Kittery Hotel Reviews

Find out more about Kittery

Everything you need to know about Kittery holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kittery holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kittery holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Kittery holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kittery. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kittery holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kittery holiday rentals we have selected for you start as low as AU$215 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Kittery rentals

At Expedia, we put the best Kittery holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kittery rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kittery holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kittery. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Kittery?

Yes, there are holiday rentals in Kittery close to Yummies Candy and Nuts, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Kittery is known for its array of shops and beaches. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best holiday rentals that Kittery has to offer?

Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home: This holiday home rental outside of Kittery is located in a rural location, and has an indoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Kittery?

Choose from 18 Expedia holiday rentals in Kittery for a memorable holiday.

What can I see and do in Kittery?

Cultural attractions include Kittery Historical and Naval Museum, whereas Yummies Candy and Nuts is just one of the family-friendly sights. In the wider area, you’ll find popular places such as Hampton Beach and Ogunquit Beach.

What are holiday rentals like in Kittery?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kittery. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips.