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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Kittery holiday rentals

An outdoor seating area with tables and chairs, a metal railing, and a view of buildings in the background.

1. Treadwell Mansion

Treadwell Mansion
4.0 star property
Downtown
9.2 out of 10, Wonderful, (16 reviews)
"Rooms and location are absolutely perfect!"
United States
Kathy
The price is 6.174.511 ₫
6.699.344 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Treadwell Mansion
A wooden door with a brass anchor handle, a staircase with a patterned wall, and a window with a number "3" on the right.

2. 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 4.391.803 ₫
5.661.788 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Great Island Inn
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, (125 reviews)
"Amazing stay and place"
United States
Amanda
The price is 2.903.268 ₫
3.799.820 ₫ total
includes taxes & fees
28 Oct - 29 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, (324 reviews)
"Spacious and very clean. Super convenient to everything!"
United States
Donna
The price is 3.508.245 ₫
3.958.080 ₫ total
includes taxes & fees
7 Oct - 8 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, (56 reviews)
"Great stay"
United States
Phillip
The price is 5.171.413 ₫
5.639.439 ₫ total
includes taxes & fees
6 Oct - 7 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, (463 reviews)
"Loved the pool, great atmosphere and check-in was so smooth and easy"
United States
Dawna
The price is 3.898.050 ₫
4.673.762 ₫ total
includes taxes & fees
8 Oct - 9 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 4.417.790 ₫
5.036.281 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Village by the Sea
A wooden cabin with a covered patio area, featuring outdoor seating and large windows.

8. Huttopia Southern Maine

Huttopia Southern Maine
2.5 star property
Sanford
9.0 out of 10, Wonderful, (49 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
The price is 2.972.913 ₫
3.240.475 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Huttopia Southern Maine
A kitchen with white cabinets, a stove, a refrigerator, a ceiling fan, and a sink.

9. 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 4.547.725 ₫
6.233.762 ₫ total
includes taxes & fees
7 Oct - 8 Oct
7 Beachside Inn
A modern interior with a large sliding glass door leading to an outdoor deck.

10. 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 6.444.776 ₫
14.753.340 ₫ total
includes taxes & fees
9 Oct - 10 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.

11. 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 6.132.932 ₫
7.594.441 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Moody Beach RV Campground
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a table and chairs.

12. 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 2.650.674 ₫
11.499.248 ₫ total
includes taxes & fees
9 Oct - 10 Oct
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

Hampton Inn Portsmouth Central

Hampton Inn Portsmouth Central

10/10 Excellent
"Clean, spacious room with incredibly helpful front desk staff. Exactly what we needed!"
Aaron 1-night trip
Posted 4 hours ago
Hampton Inn Portsmouth Central

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.