A marina with various boats docked at wooden piers, a bridge in the background, and a forested hillside.

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Our top choices for Kittery holiday rentals

1. 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, (125 reviews)
"Amazing stay and place"
United States
Amanda
The price is £95
includes taxes & fees
29 Sept - 30 Sept
Rye Motor Inn - Oceanfront, Walk to Beach

2. Great Island Inn

Great Island Inn
3.5 star property
New Castle
10.0 out of 10, Exceptional, (127 reviews)
"Fantastic location, beautiful views it’s a gem on the island!"
United States
Craig
The price is £173
includes taxes & fees
29 Sept - 30 Sept
Great Island Inn

3. Historical Apt. In Downtown Portsmouth

Historical Apt. In Downtown Portsmouth
West End
10.0 out of 10, Exceptional, (5 reviews)
"I was so amazed at how effectively they utilized a smallish space to seem huge. It was so well laid out and in such a great location. The check in process was super smooth and the host was so communicative. And don't get me started on the location! Walkable to downtown and the water without being right in the mox of things and too busy - the perfect balance!! I highly recommend this place."
United States
Christopher B.
The price is £172
includes taxes & fees
30 Sept - 1 Oct
Historical Apt. In Downtown Portsmouth

4. Downtown Portsmouth 2 Bedroom 2 King Beds

Downtown Portsmouth 2 Bedroom 2 King Beds
Downtown
9.4 out of 10, Exceptional, (13 reviews)
"Nice little VRBO for a quick stay. Beds were comfortable, clean uncluttered layout, close to everything."
United States
Tim B.
The price is £292
includes taxes & fees
19 Oct - 20 Oct
Downtown Portsmouth 2 Bedroom 2 King Beds

5. Treadwell Mansion

Treadwell Mansion
4.0 star property
Downtown
9.2 out of 10, Wonderful, (14 reviews)
"Rooms and location are absolutely perfect!"
United States
Kathy
The price is £207
includes taxes & fees
26 Oct - 27 Oct
Treadwell Mansion

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

Serenity @ Snug Harbor | Ocean View | Private Deck
Rye
9.8 out of 10, Exceptional, (23 reviews)
"Seamless process, great view of the ocean, clean property. Overall great experience."
United States
Kyle B.
The price is £314
includes taxes & fees
29 Sept - 30 Sept
Serenity @ Snug Harbor | Ocean View | Private Deck

7. 2-Bedroom Apt - Dover/Portsmouth

2-Bedroom Apt - Dover/Portsmouth
Dover
9.6 out of 10, Exceptional, (26 reviews)
"Very cute old house converted into apartments. It was very nice to have the space to spread out. Communication with the owners was easy and helpful."
United States
Melinda
The price is £196
includes taxes & fees
1 Oct - 2 Oct
2-Bedroom Apt - Dover/Portsmouth

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

West-End Gem 2BR Live like a Local in Portsmouth
West End
10.0 out of 10, Exceptional, (12 reviews)
"The location was perfect. The downtown shopping area was a 10 minute walk. "
United States
Joe T.
The price is £224
includes taxes & fees
30 Sept - 1 Oct
West-End Gem 2BR Live like a Local in Portsmouth

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

Speakeasy Vibe ~ Luxe 1BR ~ <2min walk to MKT SQ
Downtown
10.0 out of 10, Exceptional, (10 reviews)
"Very conveniently located and comfortable property in the heart of Portsmouth."
United States
Emily B.
The price is £536
includes taxes & fees
9 Oct - 10 Oct
Speakeasy Vibe ~ Luxe 1BR ~ <2min walk to MKT SQ

10. Market Street Loft in Historic Downtown Portsmouth

Market Street Loft in Historic Downtown Portsmouth
Downtown
9.8 out of 10, Exceptional, (26 reviews)
"Great place to stay! Just be prepared for a lot of stairs."
United States
grace o.
The price is £290
includes taxes & fees
18 Oct - 19 Oct
Market Street Loft in Historic Downtown Portsmouth

11. The Perch on Penhallow, Downtown Portsmouth

The Perch on Penhallow, Downtown Portsmouth
Downtown
9.8 out of 10, Exceptional, (14 reviews)
"Our hosts were extremely accommodating. We had a wonderful stay. Great place in a great location."
United States
Susan G.
The price is £333
includes taxes & fees
29 Sept - 30 Sept
The Perch on Penhallow, Downtown Portsmouth

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

"The Surf" | Ocean & Marsh Views | Rooftop Deck
Rye
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful location. All we could ask for."
United States
chris c.
"The Surf" | Ocean & Marsh Views | Rooftop Deck

13. Chic Loft-Style Condo in Downtown Portsmouth

Chic Loft-Style Condo in Downtown Portsmouth
Portsmouth
9.8 out of 10, Exceptional, (18 reviews)
"Enjoyed our stay. Reminder that there is no oven/stove so plan accordingly."
United Kingdom
Anonymous traveller
The price is £366
includes taxes & fees
29 Sept - 30 Sept
Chic Loft-Style Condo in Downtown Portsmouth

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

Vintage Glamper Oasis in Downtown Dover, walk to downtown and Henry Law Park
Dover
10.0 out of 10, Exceptional, (18 reviews)
"Welcoming hosts and fantastic little place to stay. Walking distance to plenty of places to eat, and a great location overall."
United States
Michael R.
The price is £173
includes taxes & fees
29 Sept - 30 Sept
Vintage Glamper Oasis in Downtown Dover, walk to downtown and Henry Law Park

15. Lovely Waterfront Suite near Portsmouth

Lovely Waterfront Suite near Portsmouth
Dover
10.0 out of 10, Exceptional, (152 reviews)
"Beautiful location on the river while also centrally located. Lovely space filled with fresh flowers and treats."
United States
Lin G.
The price is £240
includes taxes & fees
29 Sept - 30 Sept
Lovely Waterfront Suite near Portsmouth

16. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (324 reviews)
"Spacious and very clean. Super convenient to everything!"
United States
Donna
The price is £115
includes taxes & fees
12 Oct - 13 Oct
Pink Blossom Family Resort

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

Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Salisbury Beach
9.8 out of 10, Exceptional, (7 reviews)
"I booked a last minute stay for some time at the ocean. The booking/check in process was so easy with very detailed instructions sent the day of my arrival. The place was exactly as pictured, a well-appointed, clean cottage, with everything I needed. The host also left a welcome gift that was thoughtful and useful. I walked the few blocks to the ocean everyday, multiple times a day to walk for hours on the beaches. I got food from a nice little Italian restaurant (Capri) just a block away. The...
United States
Maura
The price is £331
includes taxes & fees
30 Sept - 1 Oct
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

18. Tugboat Vista 2 Bedroom Downtown Portsmouth

Tugboat Vista 2 Bedroom Downtown Portsmouth
Downtown
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful apartment in a great location!"
United States
Marshall C.
The price is £377
includes taxes & fees
27 Oct - 28 Oct
Tugboat Vista 2 Bedroom Downtown Portsmouth

19. Ocean view 2 bedrooms with a shared pool. apt7

Ocean view 2 bedrooms with a shared pool. apt7
Hampton Beach
8.4 out of 10, Very good, (35 reviews)
"Great time, super helpful host, perfect location! "
United States
Alexis
The price is £232
includes taxes & fees
30 Sept - 1 Oct
Ocean view 2 bedrooms with a shared pool. apt7

20. Low Tide - Heart of Hampton Beach!

Low Tide - Heart of Hampton Beach!
Hampton Beach
9.6 out of 10, Exceptional, (5 reviews)
"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!!"
United States
Bryden S.
The price is £632
includes taxes & fees
29 Sept - 30 Sept
Low Tide - Heart of Hampton Beach!
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

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, apart-hotels, 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 £88 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?

STUNNING BEACHSIDE HOME-WELLS BEACH: 180 DEGREE OCEAN VIEWS: 9-1 to 9-3 open: This holiday home rental outside of Kittery is located on the beach, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.