An aerial view of a coastal area with a bridge connecting two landmasses, surrounded by dense forests and a large body of water.

Kittery Point Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Kittery Point holiday rentals

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

1. Amazing harbor/ocean views of Pepperrell Cove

Amazing harbor/ocean views of Pepperrell Cove
Kittery
10.0 out of 10, Exceptional, (33 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 HK$3,177
HK$5,814 total
includes taxes & fees
27 Oct - 28 Oct
Amazing harbor/ocean views of Pepperrell Cove
A wooden door with a brass anchor handle, a staircase with a patterned wall, and a window with a number "3" on the right.

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 HK$1,404
HK$1,797 total
includes taxes & fees
28 Sept - 29 Sept
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, (124 reviews)
"Amazing stay and place"
United States
Amanda
The price is HK$730
HK$988 total
includes taxes & fees
29 Sept - 30 Sept
Rye Motor Inn - Oceanfront, Walk to Beach
An outdoor seating area with tables and chairs, a metal railing, and a view of buildings in the background.

4. Treadwell Mansion

Treadwell Mansion
4.0 star property
Downtown
9.0 out of 10, Wonderful, (12 reviews)
"Rooms and location are absolutely perfect!"
United States
Kathy
The price is HK$2,227
HK$2,416 total
includes taxes & fees
25 Oct - 26 Oct
Treadwell Mansion
A room with a fireplace, a ceiling fan, a mirror, and a door leading to another room.

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 HK$746
HK$1,703 total
includes taxes & fees
28 Sept - 29 Sept
Historical Apt. In Downtown Portsmouth
A bedroom with a large bed, two bedside lamps, a ceiling light, a skylight, a wooden dresser, and a mirror on the wall.

6. 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 HK$934
HK$2,205 total
includes taxes & fees
30 Sept - 1 Oct
Downtown Portsmouth 2 Bedroom 2 King Beds
A deck with outdoor furniture, including sofas and a table, and large windows on the house.

7. 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 HK$1,216
HK$3,107 total
includes taxes & fees
28 Sept - 29 Sept
Serenity @ Snug Harbor | Ocean View | Private Deck
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.

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 HK$918
HK$2,188 total
includes taxes & fees
28 Sept - 29 Sept
West-End Gem 2BR Live like a Local in Portsmouth
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

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 HK$1,575
HK$3,096 total
includes taxes & fees
29 Sept - 30 Sept
Speakeasy Vibe ~ Luxe 1BR ~ <2min walk to MKT SQ
An aerial view of a coastal residential area with houses along a beachfront, a road parallel to the shore, and a marina with boats.

10. "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 HK$2,722
HK$4,758 total
includes taxes & fees
3 Oct - 4 Oct
"The Surf" | Ocean & Marsh Views | Rooftop Deck
A wooden deck with outdoor seating, string lights, and a brick wall.

11. 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 HK$1,706
HK$2,890 total
includes taxes & fees
18 Oct - 19 Oct
Market Street Loft in Historic Downtown Portsmouth
A cozy living area with a round table, wicker chairs, a sofa, and a TV stand.

12. 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 HK$1,906
HK$3,576 total
includes taxes & fees
29 Sept - 30 Sept
Chic Loft-Style Condo in Downtown Portsmouth
A snow-covered dome structure with a bench and a basket, overlooking a body of water during sunset.

13. 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 HK$1,975
HK$2,313 total
includes taxes & fees
28 Sept - 29 Sept
Lovely Waterfront Suite near Portsmouth
A swimming pool with lounge chairs and a covered area, surrounded by trees and a building in the background.

14. 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 HK$1,059
HK$1,195 total
includes taxes & fees
5 Oct - 6 Oct
Pink Blossom Family Resort
A spacious living area with a high ceiling, exposed wooden beams, a large sofa, a coffee table, and a kitchen in the background.

15. 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 HK$2,425
HK$3,712 total
includes taxes & fees
26 Oct - 27 Oct
The Penthouse at Penhallow
A hotel room with a large window overlooking a harbor, a marble table, and a bottle of champagne.

16. 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 HK$2,269
HK$3,526 total
includes taxes & fees
27 Oct - 28 Oct
Tugboat Vista 2 Bedroom Downtown Portsmouth
A sign for the City of Dover, Cochecho Riverwalk with a paved walkway and greenery.

17. 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 HK$580
HK$1,949 total
includes taxes & fees
1 Oct - 2 Oct
2-Bedroom Apt - Dover/Portsmouth
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.

18. 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 HK$1,067
HK$1,711 total
includes taxes & fees
28 Sept - 29 Sept
Vintage Glamper Oasis in Downtown Dover, walk to downtown and Henry Law Park
A modern living room with a sofa, a dining table, and a kitchen area.

19. 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 HK$3,870
HK$6,769 total
includes taxes & fees
8 Oct - 9 Oct
Music City Vibe ~ Luxe ~ PVT Deck ~ DWTN ~ <2min to MKT SQ
A modern living room with a sofa, coffee table, and a kitchen area in the background.

20. Low Tide - Heart of Hampton Beach!

Low Tide - Heart of Hampton Beach!
Hampton Beach
9.4 out of 10, Exceptional, (3 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 HK$1,263
HK$6,197 total
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 Point Hotel Reviews

Port Inn and Suites Portsmouth, an Ascend Collection Hotel

Port Inn and Suites Portsmouth, an Ascend Collection Hotel

10/10 Excellent
"We've been here several times. Has never disappointed. Will stay again!"
Kathleen 1-night trip
Posted less than an hour ago
Port Inn and Suites Portsmouth, an Ascend Collection Hotel

Find out more about Kittery Point

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

  • View our selection of featured holiday rentals in Kittery Point
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  • Enter your travel dates to view the best deals on holiday rentals in Kittery Point while they last

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

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?

STUNNING BEACHSIDE HOME-WELLS BEACH: 180 DEGREE OCEAN VIEWS: 9-1 to 9-3 open: This holiday home rental outside of Kittery Point 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 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.