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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, (33 reviews)
"They thought of everything in this house. We loved it. All the rooms have a beautiful view, and the location was very convenient."
United States
Rachel F.
The price is £515
includes taxes & fees
3 Nov - 4 Nov
Amazing harbor/ocean views of Pepperrell Cove

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 £164
includes taxes & fees
3 Nov - 4 Nov
Great Island Inn

3. 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, (126 reviews)
"Amazing stay and place"
United States
Amanda
The price is £110
includes taxes & fees
25 Oct - 26 Oct
Rye Motor Inn - Oceanfront, Walk to Beach

4. Treadwell Mansion

Treadwell Mansion
4.0 star property
Downtown
9.2 out of 10, Wonderful, (17 reviews)
"Rooms and location are absolutely perfect!"
United States
Kathy
The price is £186
includes taxes & fees
5 Nov - 6 Nov
Treadwell Mansion

5. 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 £191
includes taxes & fees
7 Oct - 8 Oct
Historical Apt. In Downtown Portsmouth

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 £315
includes taxes & fees
7 Oct - 8 Oct
Serenity @ Snug Harbor | Ocean View | Private Deck

7. 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 £226
includes taxes & fees
3 Nov - 4 Nov
Downtown Portsmouth 2 Bedroom 2 King Beds

8. Market Street Loft in Historic Downtown Portsmouth

Market Street Loft in Historic Downtown Portsmouth
Downtown
9.8 out of 10, Exceptional, (27 reviews)
"Great place to stay! Just be prepared for a lot of stairs."
United States
grace o.
The price is £272
includes taxes & fees
18 Oct - 19 Oct
Market Street Loft in Historic Downtown Portsmouth

9. 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 £303
includes taxes & fees
3 Nov - 4 Nov
The Perch on Penhallow, Downtown Portsmouth

10. The Penthouse at Penhallow

The Penthouse at Penhallow
Downtown
10.0 out of 10, Exceptional, (17 reviews)
"Great location. Kitchen was well stocked. Beds were comfortable and bathrooms nice. Will rent again."
United States
Kimberlee
The price is £351
includes taxes & fees
1 Nov - 2 Nov
The Penthouse at Penhallow

11. 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 £286
includes taxes & fees
2 Nov - 3 Nov
Tugboat Vista 2 Bedroom Downtown Portsmouth

12. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (325 reviews)
"Spacious and very clean. Super convenient to everything!"
United States
Donna
The price is £115
includes taxes & fees
20 Oct - 21 Oct
Pink Blossom Family Resort

13. Bright Bungalow, King-size Bed, Fence-in Backyard–Cool, Cozy & Dog Friendly

Bright Bungalow, King-size Bed, Fence-in Backyard–Cool, Cozy & Dog Friendly
South Eliot
10.0 out of 10, Exceptional, (4 reviews)
"Very cute, perfect for us and our pup."
United States
Christine B.
The price is £316
includes taxes & fees
12 Oct - 13 Oct
Bright Bungalow, King-size Bed, Fence-in Backyard–Cool, Cozy & Dog Friendly

14. 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 £340
includes taxes & fees
2 Nov - 3 Nov
Chic Loft-Style Condo in Downtown Portsmouth

15. Oceanfront Cottage on Long Sands Beach - Sleeps 4

Oceanfront Cottage on Long Sands Beach - Sleeps 4
York
10.0 out of 10, Exceptional, (44 reviews)
"Great location! Cute little spot well appointed. A must stay! "
United States
Kara S.
The price is £323
includes taxes & fees
4 Nov - 5 Nov
Oceanfront Cottage on Long Sands Beach - Sleeps 4

16. 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 £229
includes taxes & fees
1 Nov - 2 Nov
Lovely Waterfront Suite near Portsmouth

17. Music City Vibe ~ Luxe ~ PVT Deck ~ DWTN ~ <2min to MKT SQ

Music City Vibe ~ Luxe ~ PVT Deck ~ DWTN ~ <2min to MKT SQ
Downtown
10.0 out of 10, Exceptional, (22 reviews)
"This home is lovely, it’s well renovated and the location could not be better. Check in and out process was easy and smooth. I would definitely rent again if I’m back in town."
United States
Mark B.
The price is £580
includes taxes & fees
27 Oct - 28 Oct
Music City Vibe ~ Luxe ~ PVT Deck ~ DWTN ~ <2min to MKT SQ

18. Sleep up to 12, quick access to Kittery and Portsmouth, Beaches, Boat Launch

Sleep up to 12, quick access to Kittery and Portsmouth, Beaches, Boat Launch
South Eliot
10.0 out of 10, Exceptional, (5 reviews)
"The owner was extremely helpful, fast communication and went out of his way to offer hospitality."
United States
Ashley B.
The price is £514
includes taxes & fees
1 Nov - 2 Nov
Sleep up to 12, quick access to Kittery and Portsmouth, Beaches, Boat Launch

19. Hampton Tides | Ocean Views | Top Floor Balcony

Hampton Tides | Ocean Views | Top Floor Balcony
Hampton
9.6 out of 10, Exceptional, (12 reviews)
"Great location, right across the street from the beach. Room was exactly as described, very clean and had all the essentials."
United States
Aidan O.
The price is £258
includes taxes & fees
7 Oct - 8 Oct
Hampton Tides | Ocean Views | Top Floor Balcony

20. 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
7 Oct - 8 Oct
Vintage Glamper Oasis in Downtown Dover, walk to downtown and Henry Law Park
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 £110 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.

How many holiday rentals are there in Kittery Point?

Expedia has 16 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 Prescott Park 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.