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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

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, (118 reviews)
"The room was very clean, decorated beautifully, and had great walkability. The bed was very comfy and had all the things you might need like kitchen and bathroom items. We wished we could stay longer!"
United States
Jennifer
The price is S$394
includes taxes & fees
16 Aug - 17 Aug
Great Island Inn
Garden

2. 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, (112 reviews)
"Amazing stay and place"
United States
Amanda
The price is S$281
includes taxes & fees
9 Aug - 10 Aug
Rye Motor Inn - Oceanfront, Walk to Beach
Exterior

3. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (434 reviews)
"Nice small apartment for overnight stay."
United States
Tammie
The price is S$261
includes taxes & fees
30 Aug - 31 Aug
Elmwood Resort Hotel
Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool loungers

4. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (316 reviews)
"Had a wonderful weekend staying here. The room was extremely clean and had a private balcony/sitting area. Location was not far from the center of town and the path to Marginal Way was across the street. The staff was very friendly and helpful as well. I would stay here again."
United States
Brian
The price is S$302
includes taxes & fees
2 Sept - 3 Sept
Pink Blossom Family Resort
Property grounds

5. Village by the Sea

Village by the Sea
3.5 star property
Wells
9.0 out of 10, Wonderful, (556 reviews)
"Friendly staff,clean rooms will definitely book again"
United States
Dylan
The price is S$368
includes taxes & fees
16 Aug - 17 Aug
Village by the Sea
Interior

6. 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$727
includes taxes & fees
9 Aug - 10 Aug
7 Mi to Hiking: Waterfront Long Pond Gem!
Private kitchen

7. 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$493
includes taxes & fees
9 Aug - 10 Aug
Moody Beach RV Campground
Living area

8. 7 Beachside Inn

7 Beachside Inn
3.0 star property
Hampton Beach
8.4 out of 10, Very good, (12 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$480
includes taxes & fees
10 Aug - 11 Aug
7 Beachside Inn
Property grounds

9. Huttopia Southern Maine

Huttopia Southern Maine
2.5 star property
Sanford
8.8 out of 10, Excellent, (36 reviews)
"Absolutely loved these glamping tents! We had the tent with a shower/bathroom so it was fabulous. Very comfortable. So many things to do. Very helpful Hosts at check in. Delivered an excellent camping experience without us having to do any of the set up!"
United States
Andrew
The price is S$187
includes taxes & fees
23 Aug - 24 Aug
Huttopia Southern Maine
Exterior

10. Odysea of Hampton

Odysea of Hampton
3.5 star property
Hampton Beach
The price is S$783
includes taxes & fees
23 Aug - 24 Aug
Odysea of Hampton
Rooftop terrace

11. Treadwell Mansion

Treadwell Mansion
4.0 star property
Downtown
10.0 out of 10, Exceptional, (1 review)
"New hotel right downtown. Good location to the Music Hall. Also has an underground parking garage"
United States
Gerald
The price is S$428
includes taxes & fees
16 Aug - 17 Aug
Treadwell Mansion
BBQ/picnic Area

12. Sands Resort at Hampton Beach

Sands Resort at Hampton Beach
2.0 star property
Hampton Beach
8.0 out of 10, Very good, (5 reviews)
"This was a last minute getaway for my husband and I. We were very happy with the property. The price was reasonable, the staff was friendly and helpful. The Location was convenient for the beach and all that the area offers. The bed was comfortable and loved that it had free parking. Much better property than the place we stayed at a couple years ago that was right on the beach boulevard. We look forward to staying here again."
United States
Michele
The price is S$222
includes taxes & fees
6 Sept - 7 Sept
Sands Resort at Hampton Beach
Interior

13. Hot Tub & Fireplace: Coastal Getaway in Maine

Hot Tub & Fireplace: Coastal Getaway in Maine
3.0 star property
Charles Chase Corner
10.0 out of 10, Exceptional, (1 review)
The price is S$1,295
includes taxes & fees
3 Sept - 4 Sept
Hot Tub & Fireplace: Coastal Getaway in Maine
Interior

14. 2 Mi to Moody Beach, Amenity Access: Wells Getaway

2 Mi to Moody Beach, Amenity Access: Wells Getaway
3.0 star property
Wells
The price is S$629
includes taxes & fees
4 Sept - 5 Sept
2 Mi to Moody Beach, Amenity Access: Wells Getaway
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

Anchor Inn and Cottages Wells-Ogunquit

Anchor Inn and Cottages Wells-Ogunquit

10/10 Excellent
"My grands loved connect 4"
Diane 3-night trip
Posted less than an hour ago
Anchor Inn and Cottages Wells-Ogunquit

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 21 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.