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

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Kittery holiday rentals

A wooden door with a brass anchor handle, a staircase with a patterned wall, and a window with a number "3" on the right.

1. Great Island Inn

Great Island Inn
3.5 star property
New Castle
10.0 out of 10, Exceptional, (127 reviews)
"Fantastic location, beautiful views it’s a gem on the island!"
United States
Craig
The price is 4.382.508 ₫
5.649.805 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Great Island Inn
An outdoor seating area with tables and chairs, a metal railing, and a view of buildings in the background.

2. Treadwell Mansion

Treadwell Mansion
4.0 star property
Downtown
9.4 out of 10, Exceptional, (18 reviews)
The price is 6.161.443 ₫
6.685.165 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Treadwell Mansion
Garden

3. 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, (130 reviews)
"Amazing stay and place"
United States
Amanda
The price is 2.655.696 ₫
3.529.604 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Rye Motor Inn - Oceanfront, Walk to Beach
A swimming pool with lounge chairs and a covered area, surrounded by trees and a building in the background.

4. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (328 reviews)
"It was great and a great location."
United States
Robert
The price is 3.500.820 ₫
3.949.703 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Pink Blossom Family Resort
A picnic area with tables and an umbrella, a wooden building, and a white picket fence.

5. Sands Resort at Hampton Beach

Sands Resort at Hampton Beach
2.0 star property
Hampton Beach
8.4 out of 10, Very good, (59 reviews)
"Great stay"
United States
Phillip
The price is 5.160.468 ₫
5.627.503 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Sands Resort at Hampton Beach
A circular stone fire pit surrounded by Adirondack chairs in a grassy outdoor area with a tree overhead and a white fence in the background.

6. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (467 reviews)
"Loved the pool, great atmosphere and check-in was so smooth and easy"
United States
Dawna
The price is 3.889.800 ₫
4.663.870 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Elmwood Resort Hotel
A residential area with multiple apartment buildings, a parking lot, and a grassy area.

7. Village by the Sea

Village by the Sea
3.5 star property
Wells
9.0 out of 10, Wonderful, (561 reviews)
"Friendly staff,clean rooms will definitely book again"
United States
Dylan
The price is 4.408.440 ₫
5.025.622 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Village by the Sea
A cozy living room with a fireplace, a large rug, wicker furniture, and a painting of a lighthouse.

8. 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
7 Beachside Inn
A room with a large sliding glass door leading to a balcony with a view of the beach and ocean.

9. 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
Nautical Beach Resort
A wooden cabin with a covered patio area, featuring outdoor seating and large windows.

10. Huttopia Southern Maine

Huttopia Southern Maine
2.5 star property
Sanford
9.0 out of 10, Wonderful, (52 reviews)
"I love the property and our tent was very comfortable. It was our first time camping and we truly enjoyed the property and its amenities. I will definitely make this annual tradition."
United States
Valerie
Huttopia Southern Maine
A modern interior with a large sliding glass door leading to an outdoor deck.

11. 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 6.431.136 ₫
14.722.115 ₫ total
includes taxes & fees
14 Oct - 15 Oct
7 Mi to Hiking: Waterfront Long Pond Gem!
A kitchen with white cabinets, a central island, and a dining area with a white table.

12. Moody Beach RV Campground

Moody Beach RV Campground
2.0 star property
Wells
8.6 out of 10, Excellent, (37 reviews)
"Great place to stay! Owners are very accommodating!"
United States
Kathleen A.
The price is 6.119.952 ₫
7.578.368 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Moody Beach RV Campground
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

Gorges Grant Hotel

Gorges Grant Hotel

10/10 Excellent
"We loved our stay at the Gorges Grant Hotel! The hotel is very clean and welcoming. And the rooms are so cozy! We had a hard time getting out of bed in the morning it was so comfortable. Walking distance to town but nice and quiet."
Lori 2-night trip
Posted less than an hour ago
Gorges Grant Hotel

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.

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. Kittery Premium Outlets and Hampton Beach are a couple of places you'll find in the wider area.

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.