Kittery Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Holiday Rentals in Kittery

Our top choices for Kittery holiday rentals

Elmwood Resort Hotel
Private kitchen

Elmwood Resort Hotel

3.0 star property
9.6 out of 10, Exceptional, (373)
"Excellent place to stay. "
The price is S$203
includes taxes & fees
21 Sept - 22 Sept
Elmwood Resort Hotel
Nautical Mile
Living area

Nautical Mile

2.5 star property
8.4 out of 10, Very good, (15)
"The unit we stayed in was very nice, with a separate room & living room. Our two small kids were able to have a little extra space compared to a single-room unit. The facility was advertised with a kid-sized pool, which is completely inaccurate. There is a standard pool and a hot tub. Children under 15 are prohibited from using the hot tub, which was a major bummer. We went to the pool at 9:15 one evening, and despite the pool hours being until 10:00, we were told the pool was closed and we had...
The price is S$304
includes taxes & fees
10 Sept - 11 Sept
Nautical Mile
Rye Motor Inn: An Adults-Only Apartment Hotel
Front of property

Rye Motor Inn: An Adults-Only Apartment Hotel

3.0 star property
9.8 out of 10, Exceptional, (76)
"This was by far one of the best staycations we have had. The care and love that is put into every detail of this place. Very clean, very nice, perfect pool. Just loved it!"
The price is S$314
includes taxes & fees
27 Aug - 28 Aug
Rye Motor Inn: An Adults-Only Apartment Hotel
Huttopia Southern Maine
Bed sheets

Huttopia Southern Maine

2.5 star property
8.8 out of 10, Excellent, (32)
"We stayed for one night and loved the tent and surroundings. The tent is super cozy, very pretty and a cool experiance to sleep in."
Huttopia Southern Maine
Pink Blossom Family Resort
Seasonal outdoor pool

Pink Blossom Family Resort

3.0 star property
9.6 out of 10, Exceptional, (284)
"Great stay, kind staff and beautiful grounds "
The price is S$223
includes taxes & fees
21 Sept - 22 Sept
Pink Blossom Family Resort
7 Beachside Inn
Private kitchen

7 Beachside Inn

3.0 star property
8.4 out of 10, Very good, (12)
"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."
The price is S$378
includes taxes & fees
27 Aug - 28 Aug
7 Beachside Inn
Ocean Air Suites
Private kitchen

Ocean Air Suites

2.5 star property
9.4 out of 10, Exceptional, (37)
"Great studio efficiency, with all the amenities right in the room, including washer, dryer. View of the ocean from a shared balcony. Excellent view of weekly beach fireworks display. Only suggestion, black out curtains on side facing parking lot and the lot’s lights. Only suggestion "
Ocean Air Suites
Great Island Inn: A Boutique Apartment Hotel
Private kitchen

Great Island Inn: A Boutique Apartment Hotel

3.5 star property
10.0 out of 10, Exceptional, (114)
"Great place, wonderful neighborhood and I would stay there again."
The price is S$438
includes taxes & fees
27 Aug - 28 Aug
Great Island Inn: A Boutique Apartment Hotel
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kittery Hotel Reviews

Regal Inn

Regal Inn

10/10 Excellent
"The place was great, everyone slept comfortable. Fluffy towels, nice linens. Location was great, 5 min walk to the beach with good restaurants close by. The waves were huge with the hurricane off the coast so it was nice to have the pool as an option too. "
Melanie 1-night trip
Posted 2 days ago
Regal Inn

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 17 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.