Kittery Holiday Rentals from NZ$202: Search Short-Term Rentals

Q: 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.

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

New build. 3 bedroom Townhouse walking distance to York Beaches. : This holiday home rental outside of Kittery is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay.

Q: How many holiday rentals are there in Kittery?

Choose from 20 Expedia holiday rentals in Kittery for a memorable holiday.

Q: 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.

Q: 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.

Check prices for these dates

In two weeks

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Our top choices for Kittery holiday rentals

A wooden door with a brass anchor handle, a staircase with a patterned wall, and a window with a number "3" on the right.

1. Great Island Inn

New Castle

Jennifer

includes taxes & fees

1 Sept - 2 Sept

An outdoor seating area with brick walls and black and white photographs.

2. Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore

Downtown

Martin S.

includes taxes & fees

7 Sept - 8 Sept

3. Rye Motor Inn - Oceanfront, Walk to Beach

Rye

Amanda

includes taxes & fees

2 Sept - 3 Sept

A room with a fireplace, a ceiling fan, a mirror, and a door leading to another room.

4. Historical Apt. In Downtown Portsmouth

West End

Robert C.

includes taxes & fees

1 Sept - 2 Sept

A bedroom with a large bed, two bedside lamps, a ceiling light, a skylight, a wooden dresser, and a mirror on the wall.

5. Downtown Portsmouth 2 Bedroom 2 King Beds

Downtown

Kelley G.

A wooden deck with outdoor seating, string lights, and a brick wall.

6. Market Street Loft in Historic Downtown Portsmouth

Downtown

grace o.

7. Treadwell Mansion

Downtown

Marlena

includes taxes & fees

9 Sept - 10 Sept

An aerial view of a coastal residential area with houses along a beachfront, a road parallel to the shore, and a marina with boats.

8. "The Surf" | Ocean & Marsh Views | Rooftop Deck

Rye

chris c.

includes taxes & fees

1 Sept - 2 Sept

A modern living room with a brown leather sofa, two armchairs, a coffee table, and a flat-screen TV mounted on the wall.

9. Speakeasy Vibe ~ Luxe 1BR ~ <2min walk to MKT SQ

Downtown

Emily B.

A modern living room with a wooden ceiling, a glass coffee table, a white sofa, a dark grey sofa, and a dining area with a white table and chairs.

10. The Nest-Cozy Retreat Near Portsmouth +Ogunquit, Full kitchen, close to every...

York

Stephanie B.

11. 😊Cozy Downtown🍷FreeWine🍷10min to Portsmouth/UNH🚘

Dover

noah y.

includes taxes & fees

11 Sept - 12 Sept

A modern living room with a grey sofa, a wooden coffee table, and a patterned rug. There is a bookshelf with books and decorative items.

12. West-End Gem 2BR Live like a Local in Portsmouth

West End

Joe T.

includes taxes & fees

30 Sept - 1 Oct

A hotel room with a large window overlooking a harbor, a marble table, and a bottle of champagne.

13. Tugboat Vista 2 Bedroom Downtown Portsmouth

Downtown

Marshall C.

A beach with a wooden fence, sand, and the ocean.

14. Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

Salisbury Beach

Shannon S.

includes taxes & fees

7 Sept - 8 Sept

A fire pit with flames, surrounded by white wicker chairs and a dining table, set on a gravel patio with a house and a vehicle in the background.

15. Vintage Glamper Oasis in Downtown Dover, walk to downtown and Henry Law Park

Dover

Michael R.

includes taxes & fees

1 Sept - 2 Sept

A spacious living area with a high ceiling, exposed wooden beams, a large sofa, a coffee table, and a kitchen in the background.

16. The Penthouse at Penhallow

Downtown

Kimberlee

includes taxes & fees

2 Sept - 3 Sept

A kitchen with a central island, bar stools, pendant lights, and a refrigerator.

17. Low Tide - Heart of Hampton Beach!

Hampton Beach

"This is my spouse & I’s 2nd time going through Manie & Leslie to stay over for the holiday weekend for our deep sea fishing trip & to visit some family!! They’re amazing hosts!! Always checking in to make sure you’re having a good visit & that your stay with them is going ok!!! Such an adorable cottage *cutest decor*, very clean & within walking distance to the beach/Hampton beach strip.We had such an amazing time & can’t wait to book another trip with them!!"

Bryden S.

includes taxes & fees

8 Sept - 9 Sept

A coastal town with a marina filled with boats, surrounded by residential buildings and a clear sky.

18. Amazing harbor/ocean views of Pepperrell Cove

Kittery

Laurens K.

includes taxes & fees

1 Sept - 2 Sept

A swimming pool with lounge chairs and a covered area, surrounded by trees and a building in the background.

19. Pink Blossom Family Resort

Ogunquit

Donna

includes taxes & fees

27 Sept - 28 Sept

A deck with outdoor furniture, including sofas and a table, and large windows on the house.

20. Serenity @ Snug Harbor | Ocean View | Private Deck

Rye

Mickie G.

includes taxes & fees

2 Sept - 3 Sept

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Top Kittery Hotel Reviews

Ashworth by the Sea

10/10 Excellent

"Great spot! Walking distance to everything, loved the amenities, cornhole was a nice touch!"

Ocean Surf at York Beach

8/10 Good

"Likes: we loved this location and the pool was very nice. We had an ocean view room which was lovely and we were able to walk to a decent dinner spot and to the beach to swim. My kids and I had a blast and the overall vibe of the place is quite nice. We will likely be back next year. Drawbacks: in terms of amenities, you can definitely feel corners being cut. There were a few things that I would have expected at $350 / night: an ice machine in the building and easy access to extra towels. We had neither unless you got them from the office in a separate building. I would also have expected an option for housekeeping daily but they only clean every third day. Additionally, in the rooms, there is ZERO storage and very little usable surfaces. No closet, just four hangers on the wall. No desk or counter - just a small 2' square space above the mini fridge. No chairs, you have to sit on the bed to hang out. No conditioner in the shower and while the pool area had a nice looking bar - there was no service available there and nothing stocked in that area. Also, they allow dogs so be forewarned. We had a very whiny, barking dog in the room above us and it was loud. Truly no huge issues but for the luxury prices, they should be doing a bit more, or at a minimum you should feel there's staff there to serve you - it really was like one person at the desk with no backup. Idk if this is a hotel group or what - I hope they see this feedback because we want to come back for sure!"

Find out more about Kittery

Everything you need to know about Kittery holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kittery holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kittery holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kittery holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kittery. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kittery holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kittery holiday rentals we have selected for you start as low as NZ$202 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kittery rentals

At Expedia, we put the best Kittery holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kittery rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kittery holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kittery. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

New build. 3 bedroom Townhouse walking distance to York Beaches.: This holiday home rental outside of Kittery is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay.

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. 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.

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Check prices for these dates

Our top choices for Kittery holiday rentals

1. Great Island Inn

2. Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore

3. Rye Motor Inn - Oceanfront, Walk to Beach

4. Historical Apt. In Downtown Portsmouth

5. Downtown Portsmouth 2 Bedroom 2 King Beds

6. Market Street Loft in Historic Downtown Portsmouth

7. Treadwell Mansion

8. "The Surf" | Ocean & Marsh Views | Rooftop Deck

9. Speakeasy Vibe ~ Luxe 1BR ~ <2min walk to MKT SQ

10. The Nest-Cozy Retreat Near Portsmouth +Ogunquit, Full kitchen, close to every...

11. 😊Cozy Downtown🍷FreeWine🍷10min to Portsmouth/UNH🚘

12. West-End Gem 2BR Live like a Local in Portsmouth

13. Tugboat Vista 2 Bedroom Downtown Portsmouth

14. Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

15. Vintage Glamper Oasis in Downtown Dover, walk to downtown and Henry Law Park

16. The Penthouse at Penhallow

17. Low Tide - Heart of Hampton Beach!

18. Amazing harbor/ocean views of Pepperrell Cove

19. Pink Blossom Family Resort

20. Serenity @ Snug Harbor | Ocean View | Private Deck

Find holiday rentals that suit your style

Top Kittery Hotel Reviews

Ashworth by the Sea

The Crest - Hampton Beach

Hampton Inn & Suites Portsmouth Downtown

Ogunquit Tides Resort

Ocean Surf at York Beach

Ocean Sands at York Beach

Hampton Inn Portsmouth Central

Ogunquit - The Milestone

Coachman Inn

Find out more about Kittery

Frequently asked questions

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