Kittery Holiday Rentals

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Our top choices for Kittery holiday rentals

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, (92 reviews)
"A wonderful place to stay. "
United States
Timothy
Rye Motor Inn - Oceanfront, Walk to Beach

Great Island Inn

Great Island Inn
3.5 star property
New Castle
10.0 out of 10, Exceptional, (115 reviews)
"Great place, wonderful neighborhood and I would stay there again."
United States
Sean
The price is HK$928
HK$1,262 total
includes taxes & fees
11 Jan - 12 Jan
Great Island Inn

Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.6 out of 10, Exceptional, (400 reviews)
"Nice stay "
United States
Adrianna
The price is HK$1,091
HK$1,237 total
includes taxes & fees
13 Jan - 14 Jan
Elmwood Resort Hotel

Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts

Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts
2.5 star property
Wells
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay. It was clean, comfortable, and close to all the places and things we wanted to do in Maine."
United States
Patty M.
The price is HK$553
HK$2,235 total
includes taxes & fees
12 Jan - 13 Jan
Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts

King Size Bed _ Tennis Courts view condo at Nautical Mile Resort

King Size Bed _ Tennis Courts view condo at Nautical Mile Resort
Wells
10.0 out of 10, Exceptional, (1 review)
"We had a great stay and Lisa was very accommodating "
United States
Christine G.
The price is HK$585
HK$2,278 total
includes taxes & fees
12 Jan - 13 Jan
King Size Bed _ Tennis Courts view condo at Nautical Mile Resort

Tennis Court and Pool View at Nautical Mile Resort

Tennis Court and Pool View at Nautical Mile Resort
2.0 star property
Wells
The price is HK$553
HK$2,235 total
includes taxes & fees
12 Jan - 13 Jan
Tennis Court and Pool View at Nautical Mile Resort

Studio condo with furnished patio, sauna, & pool - near beaches

Studio condo with furnished patio, sauna, & pool - near beaches
2.5 star property
Wells
9.2 out of 10, Wonderful, (5 reviews)
"The place was small but highly effective to stay. Great little kitchen full of utensils, table to eat, light and air via windows, the bed was comfortable and so were the chairs. The bathroom had two sinks and a roomy shower. Parking was ample and location close to things. And if you have friends in the area, great place to invite over for a meal or to hang in the clubhouse for a game of billiards or a swim. Would definitely stay here again. The one downside was a musty smell, but that tends to...
United States
Scott F.
The price is HK$818
HK$2,787 total
includes taxes & fees
11 Jan - 12 Jan
Studio condo with furnished patio, sauna, & pool - near beaches

Studio condo with screened porch and seasonal pool/pool table - near beaches

Studio condo with screened porch and seasonal pool/pool table - near beaches
Wells
7.8 out of 10, Good, (53 reviews)
"Great affordable studio near beaches and the best restaurant! "
United States
Hope A.
The price is HK$421
HK$2,264 total
includes taxes & fees
11 Jan - 12 Jan
Studio condo with screened porch and seasonal pool/pool table - near beaches

Studio with screened balcony, pool table, & seasonal pool - near beaches

Studio with screened balcony, pool table, & seasonal pool - near beaches
Wells
8.2 out of 10, Very good, (39 reviews)
"Very clean nice balcony seating, beds were very soft but comfortable. Good location 12 min to Kennebunkport! Nice grounds and great clubhouse! A little outdated but nice! "
United States
Tina M.
The price is HK$452
HK$2,275 total
includes taxes & fees
23 Jan - 24 Jan
Studio with screened balcony, pool table, & seasonal pool - near beaches

The Addie Shack | Pet Friendly | Steps to Beach

The Addie Shack | Pet Friendly | Steps to Beach
Salisbury Beach
9.6 out of 10, Exceptional, (18 reviews)
"Great communication with host; clean, quiet, comfortable, good location (3-minute walk to the beach)"
United States
Ann Marie G.
The price is HK$1,076
HK$3,117 total
includes taxes & fees
14 Jan - 15 Jan
The Addie Shack | Pet Friendly | Steps to Beach

Oceanfront, private balcony, stunning panoramic views of the Atlantic

Oceanfront, private balcony, stunning panoramic views of the Atlantic
Hampton
9.8 out of 10, Exceptional, (46 reviews)
"This was a perfect location for the activities we had planned and we loved sitting on the balcony listening to the waves crashing on the rocks. Would stay here again!"
United States
Jason A.
The price is HK$1,208
HK$2,562 total
includes taxes & fees
10 Feb - 11 Feb
Oceanfront, private balcony, stunning panoramic views of the Atlantic

Serendipity Beach Retreat 2BR • Walk to Beach

Serendipity Beach Retreat 2BR • Walk to Beach
2.0 star property
Salisbury
Serendipity Beach Retreat 2BR • Walk to Beach

Downtown Portsmouth 2 Bedroom 2 King Beds

Downtown Portsmouth 2 Bedroom 2 King Beds
Downtown
9.6 out of 10, Exceptional, (7 reviews)
"The free weekend parking spot made exploring the city easy. Location was great. The host went above and beyond with providing spare toothbrushes which came in handy for one of our guests. The host was very responsive and helpful. "
United States
Meredith J.
The price is HK$758
HK$2,099 total
includes taxes & fees
11 Jan - 12 Jan
Downtown Portsmouth 2 Bedroom 2 King Beds

Harbor Serenity | Private Deck | Updated Kitchen

Harbor Serenity | Private Deck | Updated Kitchen
Rye
9.2 out of 10, Wonderful, (11 reviews)
"Great spot!"
United States
Tom B.
The price is HK$826
HK$2,706 total
includes taxes & fees
14 Jan - 15 Jan
Harbor Serenity | Private Deck | Updated Kitchen

Hampton Beach Suite | Mins to Maine | Pet Friendly

Hampton Beach Suite | Mins to Maine | Pet Friendly
Hampton Beach
9.0 out of 10, Wonderful, (12 reviews)
"Our stay was great. The location was perfect, right across the street from the beach."
United States
Bryan S.
The price is HK$646
HK$1,700 total
includes taxes & fees
20 Jan - 21 Jan
Hampton Beach Suite | Mins to Maine | Pet Friendly

Charming Condo with Pool, Sauna, and Game Room Near the Beach

Charming Condo with Pool, Sauna, and Game Room Near the Beach
Wells
8.4 out of 10, Very good, (6 reviews)
"Eating lobster and sailing on Goose Sailing out of Perkins Cove."
United States
Edward G.
The price is HK$624
HK$2,530 total
includes taxes & fees
11 Jan - 12 Jan
Charming Condo with Pool, Sauna, and Game Room Near the Beach

Serenity @ Snug Harbor | Ocean View | Private Deck

Serenity @ Snug Harbor | Ocean View | Private Deck
Rye
9.6 out of 10, Exceptional, (19 reviews)
"Great place and responsive host"
United States
Mickie G.
The price is HK$974
HK$2,901 total
includes taxes & fees
11 Jan - 12 Jan
Serenity @ Snug Harbor | Ocean View | Private Deck

Ocean view with a shared pool. apt8

Ocean view with a shared pool. apt8
Hampton Beach
8.0 out of 10, Very good, (9 reviews)
"Would stay again!😀"
United States
Vince C.
The price is HK$702
HK$2,808 total
includes taxes & fees
11 Jan - 12 Jan
Ocean view with a shared pool. apt8

"Atlantic Dream" | Ocean Views | Minutes to Beach

"Atlantic Dream" | Ocean Views | Minutes to Beach
Rye
9.8 out of 10, Exceptional, (26 reviews)
"Lovely, well appointed 2 bedroom. Sean was a pleasure, always there for all questions. Location is perfection, across from most beautiful ocean views on New England coast, overlooking Isle of Shoal. Quaint New Castle and Historic Portsmouth just minutes away. "
United States
june S.
The price is HK$1,099
HK$3,053 total
includes taxes & fees
15 Jan - 16 Jan
"Atlantic Dream" | Ocean Views | Minutes to Beach

Great Island Inn - 1BR King Apartment - Harbor View

Great Island Inn - 1BR King Apartment - Harbor View
2.0 star property
New Castle
The price is HK$1,941
HK$3,301 total
includes taxes & fees
11 Jan - 12 Jan
Great Island Inn - 1BR King Apartment - Harbor View
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

Find out more about Kittery

Search for holiday rentals in Kittery on Expedia! You can easily find your home rentals, villas, holiday apartments in Kittery using one of the methods below:

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Look no further and take a look at our great range of rental properties in Kittery!

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.

What are some of the best holiday rentals that Kittery has to offer?

7-bedroom home that sleeps 14. 5-minute walk to Moody Beach: This holiday home rental outside of Kittery offers 1 hot tub, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Kittery?

Choose from 18 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.