A marina with various boats docked at wooden piers, a bridge in the background, and a forested hillside.

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Our top choices for Kittery holiday rentals

1. Great Island Inn

Great Island Inn
3.5 star property
New Castle
10.0 out of 10, Exceptional, (119 reviews)
"The room was very clean, decorated beautifully, and had great walkability. The bed was very comfy and had all the things you might need like kitchen and bathroom items. We wished we could stay longer!"
United States
Jennifer
The price is £203
includes taxes & fees
16 Aug - 17 Aug
Great Island Inn

2. Rye Motor Inn - Oceanfront, Walk to Beach

Rye Motor Inn - Oceanfront, Walk to Beach
3.0 star property
Rye
9.6 out of 10, Exceptional, (112 reviews)
"Amazing stay and place"
United States
Amanda
The price is £178
includes taxes & fees
16 Aug - 17 Aug
Rye Motor Inn - Oceanfront, Walk to Beach

3. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (438 reviews)
"Nice small apartment for overnight stay."
United States
Tammie
The price is £142
includes taxes & fees
9 Sept - 10 Sept
Elmwood Resort Hotel

4. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (316 reviews)
"Had a wonderful weekend staying here. The room was extremely clean and had a private balcony/sitting area. Location was not far from the center of town and the path to Marginal Way was across the street. The staff was very friendly and helpful as well. I would stay here again."
United States
Brian
The price is £138
includes taxes & fees
14 Sept - 15 Sept
Pink Blossom Family Resort

5. Village by the Sea

Village by the Sea
3.5 star property
Wells
9.0 out of 10, Wonderful, (558 reviews)
"Friendly staff,clean rooms will definitely book again"
United States
Dylan
The price is £170
includes taxes & fees
7 Sept - 8 Sept
Village by the Sea

6. 7 Mi to Hiking: Waterfront Long Pond Gem!

7 Mi to Hiking: Waterfront Long Pond Gem!
3.0 star property
Barrington
10.0 out of 10, Exceptional, (1 review)
"Well designed and maintained property. We enjoyed the little touches like the automatic nightlights and heater in bathroom. Wish we could have spent more time here but we attended the Deerfield fair. Highly recommended. "
United States
Ronald
The price is £421
includes taxes & fees
15 Aug - 16 Aug
7 Mi to Hiking: Waterfront Long Pond Gem!

7. 7 Beachside Inn

7 Beachside Inn
3.0 star property
Hampton Beach
8.4 out of 10, Very good, (12 reviews)
"Great cottage with all the amenities you could ask for, excellent location. We didn't understand how to use the TV but we were there for the beach so that was fine. The hotel staff was so nice and helpful."
United States
Grace
The price is £233
includes taxes & fees
16 Aug - 17 Aug
7 Beachside Inn

8. Huttopia Southern Maine

Huttopia Southern Maine
2.5 star property
Sanford
8.8 out of 10, Excellent, (37 reviews)
"Absolutely loved these glamping tents! We had the tent with a shower/bathroom so it was fabulous. Very comfortable. So many things to do. Very helpful Hosts at check in. Delivered an excellent camping experience without us having to do any of the set up!"
United States
Andrew
The price is £89
includes taxes & fees
14 Sept - 15 Sept
Huttopia Southern Maine

9. Odysea of Hampton

Odysea of Hampton
3.5 star property
Hampton Beach
The price is £452
includes taxes & fees
20 Aug - 21 Aug
Odysea of Hampton

10. Sands Resort at Hampton Beach

Sands Resort at Hampton Beach
2.0 star property
Hampton Beach
8.4 out of 10, Very good, (12 reviews)
"Plenty of space to get comfortable with separate bedroom. Very clean and a minute walk to the sunny beach!"
United States
Mark
The price is £113
includes taxes & fees
27 Aug - 28 Aug
Sands Resort at Hampton Beach

11. Treadwell Mansion

Treadwell Mansion
4.0 star property
Downtown
10.0 out of 10, Exceptional, (1 review)
"New hotel right downtown. Good location to the Music Hall. Also has an underground parking garage"
United States
Gerald
The price is £244
includes taxes & fees
14 Sept - 15 Sept
Treadwell Mansion

12. Hot Tub & Fireplace: Coastal Getaway in Maine

Hot Tub & Fireplace: Coastal Getaway in Maine
3.0 star property
Charles Chase Corner
10.0 out of 10, Exceptional, (1 review)
Hot Tub & Fireplace: Coastal Getaway in Maine

13. 2 Mi to Moody Beach, Amenity Access: Wells Getaway

2 Mi to Moody Beach, Amenity Access: Wells Getaway
3.0 star property
Wells
The price is £363
includes taxes & fees
4 Sept - 5 Sept
2 Mi to Moody Beach, Amenity Access: Wells Getaway

14. 2 Mi to Drakes Island Beach: Condo w/ Indoor Pool!

2 Mi to Drakes Island Beach: Condo w/ Indoor Pool!
3.0 star property
Wells
8.0 out of 10, Very good, (1 review)
"A great choice for our family! We were able to enjoy Christmas prelude at a reasonable price and nearby! The indoor pool was a bonus for our kids who love to swim. Thank you!"
United States
Tammy
The price is £197
includes taxes & fees
8 Sept - 9 Sept
2 Mi to Drakes Island Beach: Condo w/ Indoor Pool!
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.
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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, apart-hotels, 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 favorite 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 depends 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 £89 per night. Entering your travel dates in the search wizard you might find 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?

New build. 3 bedroom Townhouse walking distance to York Beaches.: This holiday home rental outside of Kittery is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay.

How many holiday rentals are there in Kittery?

Choose from 20 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.