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Our top choices for Kittery Point holiday rentals

1. Amazing harbor/ocean views of Pepperrell Cove

Amazing harbor/ocean views of Pepperrell Cove
Kittery
10.0 out of 10, Exceptional, (32 reviews)
"Clean, big house, great location, pretty garden! Close to some great hotspots, coffee bars en restaurants. Just go!"
United States
Laurens K.
The price is £632
includes taxes & fees
8 Sept - 9 Sept
Amazing harbor/ocean views of Pepperrell Cove

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, (114 reviews)
"Amazing stay and place"
United States
Amanda
The price is £154
includes taxes & fees
26 Aug - 27 Aug
Rye Motor Inn - Oceanfront, Walk to Beach

3. Great Island Inn

Great Island Inn
3.5 star property
New Castle
10.0 out of 10, Exceptional, (119 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 £184
includes taxes & fees
23 Aug - 24 Aug
Great Island Inn

4. Historical Apt. In Downtown Portsmouth

Historical Apt. In Downtown Portsmouth
West End
10.0 out of 10, Exceptional, (3 reviews)
"The property is just as advertised and is a very nice place to stay. Very convenient to attractions and places to eat. Ample off street parking. Would definitely stay here again."
United States
Robert C.
The price is £205
includes taxes & fees
24 Aug - 25 Aug
Historical Apt. In Downtown Portsmouth

5. 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 £266
includes taxes & fees
25 Aug - 26 Aug
Speakeasy Vibe ~ Luxe 1BR ~ <2min walk to MKT SQ

6. Cozy In-Law Suite Near York Beaches

Cozy In-Law Suite Near York Beaches
York
9.0 out of 10, Wonderful, (16 reviews)
"Hosts were very friendly. Property was as advertised."
United States
Micah V.
The price is £142
includes taxes & fees
23 Aug - 24 Aug
Cozy In-Law Suite Near York Beaches

7. Market Street Loft in Historic Downtown Portsmouth

Market Street Loft in Historic Downtown Portsmouth
Downtown
9.8 out of 10, Exceptional, (25 reviews)
"Great place to stay! Just be prepared for a lot of stairs."
United States
grace o.
The price is £288
includes taxes & fees
24 Aug - 25 Aug
Market Street Loft in Historic Downtown Portsmouth

8. Downtown Portsmouth 2 Bedroom 2 King Beds

Downtown Portsmouth 2 Bedroom 2 King Beds
Downtown
9.6 out of 10, Exceptional, (11 reviews)
"Very clean space. Host was extremely fast to respond to any questions/issues. Location was perfect…walk out door to explore downtown Portsmouth. "
United States
Kelley G.
The price is £266
includes taxes & fees
23 Aug - 24 Aug
Downtown Portsmouth 2 Bedroom 2 King Beds

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

Serenity @ Snug Harbor | Ocean View | Private Deck
Rye
9.8 out of 10, Exceptional, (23 reviews)
"Great place and responsive host"
United States
Mickie G.
The price is £323
includes taxes & fees
23 Aug - 24 Aug
Serenity @ Snug Harbor | Ocean View | Private Deck

10. Tugboat Vista 2 Bedroom Downtown Portsmouth

Tugboat Vista 2 Bedroom Downtown Portsmouth
Downtown
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful apartment in a great location!"
United States
Marshall C.
The price is £322
includes taxes & fees
21 Sept - 22 Sept
Tugboat Vista 2 Bedroom Downtown Portsmouth

11. 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, (10 reviews)
"The location was perfect. The downtown shopping area was a 10 minute walk. "
United States
Joe T.
The price is £299
includes taxes & fees
21 Sept - 22 Sept
West-End Gem 2BR Live like a Local in Portsmouth

12. 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 £334
includes taxes & fees
26 Aug - 27 Aug
The Perch on Penhallow, Downtown Portsmouth

13. Chic Loft-Style Condo in Downtown Portsmouth

Chic Loft-Style Condo in Downtown Portsmouth
Portsmouth
9.8 out of 10, Exceptional, (16 reviews)
"Enjoyed our stay. Reminder that there is no oven/stove so plan accordingly."
United Kingdom
Anonymous traveller
The price is £377
includes taxes & fees
21 Sept - 22 Sept
Chic Loft-Style Condo in Downtown Portsmouth

14. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (317 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 £137
includes taxes & fees
14 Sept - 15 Sept
Pink Blossom Family Resort

15. The Penthouse at Penhallow

The Penthouse at Penhallow
Downtown
10.0 out of 10, Exceptional, (15 reviews)
"Great location. Kitchen was well stocked. Beds were comfortable and bathrooms nice. Will rent again."
United States
Kimberlee
The price is £433
includes taxes & fees
2 Sept - 3 Sept
The Penthouse at Penhallow

16. "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 price is £357
includes taxes & fees
25 Aug - 26 Aug
"The Surf" | Ocean & Marsh Views | Rooftop Deck

17. 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, (17 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 £167
includes taxes & fees
25 Aug - 26 Aug
Vintage Glamper Oasis in Downtown Dover, walk to downtown and Henry Law Park

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

😊Cozy Downtown🍷FreeWine🍷10min to Portsmouth/UNH🚘
Dover
9.4 out of 10, Exceptional, (24 reviews)
"Great stay, my wife and I loved it there!"
United States
noah y.
The price is £227
includes taxes & fees
11 Sept - 12 Sept
😊Cozy Downtown🍷FreeWine🍷10min to Portsmouth/UNH🚘

19. Walk to Public Beach Access! Breezy Hampton Condo

Walk to Public Beach Access! Breezy Hampton Condo
3.0 star property
Hampton Beach
The price is £324
includes taxes & fees
24 Aug - 25 Aug
Walk to Public Beach Access! Breezy Hampton Condo

20. Tidy 2-Bed w/ Parking!🚗Wine!🍷UNH👩🏻‍🎓

Tidy 2-Bed w/ Parking!🚗Wine!🍷UNH👩🏻‍🎓
Newmarket
9.6 out of 10, Exceptional, (28 reviews)
"Great place to stay! Very clean and cozy, plenty of parking and in a quiet area. Communication with the host was easy and prompt. Highly recommend this place. "
United States
Amanda C.
The price is £261
includes taxes & fees
28 Aug - 29 Aug
Tidy 2-Bed w/ Parking!🚗Wine!🍷UNH👩🏻‍🎓
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 Point Hotel Reviews

Find out more about Kittery Point

Everything you need to know about Kittery Point 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 Point 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 Point holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kittery Point holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kittery Point. 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 Point 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 Point holiday rentals we have selected for you start as low as £111 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kittery Point rentals

At Expedia, we put the best Kittery Point 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 Point 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 Point 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 Point. 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

Can I find a holiday rental in Kittery Point?

Yes, there are holiday rentals close to the most popular sights in Kittery Point, or you can select a more secluded option if you're looking for a relaxing stay. Kittery Point is known for its seaside and seafood restaurants.

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

New build. 3 bedroom Townhouse walking distance to York Beaches.: This holiday home rental outside of Kittery Point 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 Point?

Expedia has 15 holiday rentals for your stay in Kittery Point.

What can I see and do in Kittery Point?

Explore the area and family-friendly sights such as Water Country, or get out into nature at a spot like Hampton Beach. Fort McClary State Park and Ogunquit Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Kittery Point?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kittery Point. Holiday rentals offer extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.