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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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Kittery holiday rentals

A brick building with a sign for 'Treadwell Mansion Boutique Hotel.'

1. Treadwell Mansion

Treadwell Mansion
4.0 star property
Downtown
9.4 out of 10, Exceptional, (27 reviews)
"Great location, easy check in. Love the property and the room had everything we needed, just wished our stay was longer!"
United States
Judith
The price is S$218
includes taxes & fees
16 Nov - 17 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, (130 reviews)
"Fantastic location, beautiful views it’s a gem on the island!"
United States
Craig
The price is S$221
includes taxes & fees
8 Nov - 9 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
9.8 out of 10, Exceptional, (137 reviews)
"Great location great hotel"
United States
Elizabeth
The price is S$215
includes taxes & fees
19 Nov - 20 Nov
Rye Motor Inn - Oceanfront, Walk to Beach
A room with a large window, a gray sofa, and a view of the cityscape.

4. Sands Resort at Hampton Beach

Sands Resort at Hampton Beach
2.0 star property
Hampton Beach
8.2 out of 10, Very good, (63 reviews)
"Great stay"
United States
Phillip
The price is S$324
includes taxes & fees
11 Nov - 12 Nov
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.

5. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (477 reviews)
"I like that we can all stay together but have our own space"
United States
Joan
The price is S$230
includes taxes & fees
19 Nov - 20 Nov
Elmwood Resort Hotel
A residential area with multiple apartment buildings, a parking lot, and a grassy area.

6. Village by the Sea

Village by the Sea
3.5 star property
Wells
9.0 out of 10, Wonderful, (566 reviews)
"The rental is very spacious and the price is reasonable. It’s clean and beautiful."
United States
Quirica
The price is S$290
includes taxes & fees
23 Nov - 24 Nov
Village by the Sea
A modern interior with a large sliding glass door leading to an outdoor deck.

7. 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 S$659
includes taxes & fees
8 Nov - 9 Nov
7 Mi to Hiking: Waterfront Long Pond Gem!
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

Howard Johnson by Wyndham Portsmouth

Howard Johnson by Wyndham Portsmouth

8/10 Good
"Clean and updated room"
Charles 1-night trip
Posted 8 hours ago
Howard Johnson by Wyndham Portsmouth
Hilton Garden Inn Portsmouth Downtown

Hilton Garden Inn Portsmouth Downtown

10/10 Excellent
"Clean all around, kind staff, and walkable location. Everything we loved and needed."
Nicole 1-night trip
Posted 1 day ago
Hilton Garden Inn Portsmouth Downtown

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.