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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Kittery holiday rentals

Front of property

1. Great Island Inn

Great Island Inn
3.5 star property
New Castle
10.0 out of 10, Exceptional, (123 reviews)
"Great place!!"
United States
Russell
The price is S$321
includes taxes & fees
13 Oct - 14 Oct
Great Island Inn
Rooftop terrace

2. Treadwell Mansion

Treadwell Mansion
4.0 star property
Downtown
9.0 out of 10, Wonderful, (11 reviews)
"Excellent all around!"
United States
Nathan
The price is S$378
includes taxes & fees
22 Oct - 23 Oct
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, (121 reviews)
"Had a wonderful stay, sue was incredibly kind and helpful."
Canada
tyler
The price is S$187
includes taxes & fees
22 Sept - 23 Sept
Rye Motor Inn - Oceanfront, Walk to Beach
Exterior

4. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (456 reviews)
"Loved the pool, great atmosphere and check-in was so smooth and easy"
United States
Dawna
The price is S$230
includes taxes & fees
27 Sept - 28 Sept
Elmwood Resort Hotel
Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool loungers

5. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (323 reviews)
"Spacious and very clean. Super convenient to everything!"
United States
Donna
The price is S$194
includes taxes & fees
5 Oct - 6 Oct
Pink Blossom Family Resort
BBQ/picnic Area

6. Sands Resort at Hampton Beach

Sands Resort at Hampton Beach
2.0 star property
Hampton Beach
8.4 out of 10, Very good, (52 reviews)
"Great stay"
United States
Phillip
The price is S$278
includes taxes & fees
4 Oct - 5 Oct
Sands Resort at Hampton Beach
Interior

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$724
includes taxes & fees
22 Sept - 23 Sept
7 Mi to Hiking: Waterfront Long Pond Gem!
Property grounds

8. 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 S$247
includes taxes & fees
12 Oct - 13 Oct
Village by the Sea
Private kitchen

9. 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 S$373
includes taxes & fees
27 Sept - 28 Sept
Moody Beach RV Campground
Living area

10. 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 S$306
includes taxes & fees
22 Sept - 23 Sept
7 Beachside Inn
Property grounds

11. Huttopia Southern Maine

Huttopia Southern Maine
2.5 star property
Sanford
9.0 out of 10, Wonderful, (47 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 S$172
includes taxes & fees
22 Sept - 23 Sept
Huttopia Southern Maine
Interior

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 S$565
includes taxes & fees
4 Oct - 5 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

Ogunquit Tides Resort

Ogunquit Tides Resort

10/10 Excellent
"Would definitely revisit next summer."
Yoginand 1-night trip
Posted 3 hours ago
Ogunquit Tides Resort

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.