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

Kittery Holiday Rentals

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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, (122 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 AU$349
includes taxes & fees
7 Sept - 8 Sept
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, (116 reviews)
"Amazing stay and place"
United States
Amanda
The price is AU$249
includes taxes & fees
7 Sept - 8 Sept
Rye Motor Inn - Oceanfront, Walk to Beach

3. Treadwell Mansion

Treadwell Mansion
4.0 star property
Downtown
8.4 out of 10, Very good, (6 reviews)
"It was superb. Best hotel I’ve stayed in"
United States
Marlena
The price is AU$476
includes taxes & fees
7 Sept - 8 Sept
Treadwell Mansion

4. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (448 reviews)
"Loved the pool, great atmosphere and check-in was so smooth and easy"
United States
Dawna
The price is AU$212
includes taxes & fees
21 Sept - 22 Sept
Elmwood Resort Hotel

5. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (319 reviews)
"Spacious and very clean. Super convenient to everything!"
United States
Donna
The price is AU$211
includes taxes & fees
4 Oct - 5 Oct
Pink Blossom Family Resort

6. Sands Resort at Hampton Beach

Sands Resort at Hampton Beach
2.0 star property
Hampton Beach
8.4 out of 10, Very good, (41 reviews)
"Great stay"
United States
Phillip
The price is AU$226
includes taxes & fees
7 Sept - 8 Sept
Sands Resort at Hampton Beach

7. Village by the Sea

Village by the Sea
3.5 star property
Wells
9.0 out of 10, Wonderful, (560 reviews)
"Friendly staff,clean rooms will definitely book again"
United States
Dylan
The price is AU$317
includes taxes & fees
8 Sept - 9 Sept
Village by the Sea

8. Nautical Beach Resort

Nautical Beach Resort
3.5 star property
Hampton Beach
8.2 out of 10, Very good, (26 reviews)
"We had a great experience! Was roomy for all of us and sooo close to the ocean"
United States
Monica
The price is AU$661
includes taxes & fees
11 Sept - 12 Sept
Nautical Beach Resort

9. 2 Mi to Moody Beach, Amenity Access: Wells Getaway

2 Mi to Moody Beach, Amenity Access: Wells Getaway
3.0 star property
Wells
2 Mi to Moody Beach, Amenity Access: Wells Getaway

10. Huttopia Southern Maine

Huttopia Southern Maine
2.5 star property
Sanford
9.0 out of 10, Wonderful, (41 reviews)
"Everything was perfect! ❤️ We are coming back there soooon😉"
United States
Naghmeh
The price is AU$191
includes taxes & fees
7 Oct - 8 Oct
Huttopia Southern Maine

11. 7 Beachside Inn

7 Beachside Inn
3.0 star property
Hampton Beach
8.4 out of 10, Very good, (13 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 AU$333
includes taxes & fees
16 Sept - 17 Sept
7 Beachside Inn

12. Odysea of Hampton

Odysea of Hampton
3.5 star property
Hampton Beach
The price is AU$748
includes taxes & fees
13 Sept - 14 Sept
Odysea of Hampton

13. 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 AU$362
includes taxes & fees
8 Sept - 9 Sept
2 Mi to Drakes Island Beach: Condo w/ Indoor Pool!

14. 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 AU$788
includes taxes & fees
7 Sept - 8 Sept
7 Mi to Hiking: Waterfront Long Pond Gem!

15. Walk to Public Beach Access! Breezy Hampton Condo

Walk to Public Beach Access! Breezy Hampton Condo
3.0 star property
Hampton Beach
The price is AU$599
includes taxes & fees
17 Sept - 18 Sept
Walk to Public Beach Access! Breezy Hampton Condo
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, 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$191 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?

Hampton Beach Seaside Villa Unit 1: This holiday home rental outside of Kittery is on the beach, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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.