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
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 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$2,917
HK$5,828 total
includes taxes & fees
9 Sept - 10 Sept
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, (122 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 HK$1,560
HK$1,971 total
includes taxes & fees
13 Sept - 14 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, (116 reviews)
The price is HK$949
HK$1,484 total
includes taxes & fees
21 Sept - 22 Sept
Rye Motor Inn - Oceanfront, Walk to Beach
An outdoor seating area with brick walls and black and white photographs.

4. Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore

Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore
Downtown
10.0 out of 10, Exceptional, (72 reviews)
"Very convenient location. In the heart of Portsmouth's historic area - restaurants, shopping, points of interest, and arts/entertainment sites. Excellent place for two with large kitchen area."
United States
Martin S.
The price is HK$1,301
HK$3,189 total
includes taxes & fees
13 Sept - 14 Sept
Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore
An outdoor seating area with tables and chairs, a metal railing, and a view of buildings in the background.

5. Treadwell Mansion

Treadwell Mansion
4.0 star property
Downtown
8.4 out of 10, Very good, (6 reviews)
"It was superb. Best hotel I’ve stayed in"
United States
Marlena
The price is HK$2,477
HK$2,688 total
includes taxes & fees
9 Sept - 10 Sept
Treadwell Mansion
A room with a fireplace, a ceiling fan, a mirror, and a door leading to another room.

6. Historical Apt. In Downtown Portsmouth

Historical Apt. In Downtown Portsmouth
West End
10.0 out of 10, Exceptional, (4 reviews)
The price is HK$1,078
HK$2,008 total
includes taxes & fees
29 Sept - 30 Sept
Historical Apt. In Downtown Portsmouth
A modern living room with a brown leather sofa, two armchairs, a coffee table, and a flat-screen TV mounted on the wall.

7. 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$1,371
HK$3,036 total
includes taxes & fees
9 Sept - 10 Sept
Speakeasy Vibe ~ Luxe 1BR ~ <2min walk to MKT SQ
A bedroom with a large bed, two bedside lamps, a ceiling light, a skylight, a wooden dresser, and a mirror on the wall.

8. Downtown Portsmouth 2 Bedroom 2 King Beds

Downtown Portsmouth 2 Bedroom 2 King Beds
Downtown
9.4 out of 10, Exceptional, (12 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$1,897
HK$3,513 total
includes taxes & fees
21 Sept - 22 Sept
Downtown Portsmouth 2 Bedroom 2 King Beds
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.

9. 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, (11 reviews)
"The location was perfect. The downtown shopping area was a 10 minute walk. "
United States
Joe T.
The price is HK$1,682
HK$3,237 total
includes taxes & fees
29 Sept - 30 Sept
West-End Gem 2BR Live like a Local in Portsmouth
A deck with outdoor furniture, including sofas and a table, and large windows on the house.

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

Serenity @ Snug Harbor | Ocean View | Private Deck
Rye
9.8 out of 10, Exceptional, (23 reviews)
"Perfect location with incredible view right from dining table or porch. Easy to get around to visit other places. Very responsive on any questions. Clean and nicely decorated. You can see Isles of Shoals from the porch!"
United States
Stacy B.
The price is HK$1,380
HK$3,496 total
includes taxes & fees
9 Sept - 10 Sept
Serenity @ Snug Harbor | Ocean View | Private Deck
A hotel room with a large window overlooking a harbor, a marble table, and a bottle of champagne.

11. Tugboat Vista 2 Bedroom Downtown Portsmouth

Tugboat Vista 2 Bedroom Downtown Portsmouth
Downtown
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful apartment in a great location!"
United States
Marshall C.
The price is HK$2,097
HK$3,526 total
includes taxes & fees
10 Sept - 11 Sept
Tugboat Vista 2 Bedroom Downtown 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 HK$2,475
HK$4,021 total
includes taxes & fees
29 Sept - 30 Sept
The Perch on Penhallow, Downtown Portsmouth
An aerial view of a coastal residential area with houses along a beachfront, a road parallel to the shore, and a marina with boats.

13. "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$1,121
HK$3,080 total
includes taxes & fees
9 Sept - 10 Sept
"The Surf" | Ocean & Marsh Views | Rooftop Deck
A cozy living area with a round table, wicker chairs, a sofa, and a TV stand.

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 HK$2,023
HK$3,967 total
includes taxes & fees
15 Sept - 16 Sept
Chic Loft-Style Condo in Downtown Portsmouth
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, (15 reviews)
"Great location. Kitchen was well stocked. Beds were comfortable and bathrooms nice. Will rent again."
United States
Kimberlee
The price is HK$3,081
HK$4,401 total
includes taxes & fees
9 Sept - 10 Sept
The Penthouse at Penhallow
A picnic area with tables and an umbrella, a wooden building, and a white picket fence.

16. Sands Resort at Hampton Beach

Sands Resort at Hampton Beach
2.0 star property
Hampton Beach
8.4 out of 10, Very good, (43 reviews)
"Great stay"
United States
Phillip
The price is HK$1,168
HK$1,276 total
includes taxes & fees
9 Sept - 10 Sept
Sands Resort at Hampton Beach
A swimming pool with lounge chairs and a covered area, surrounded by trees and a building in the background.

17. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (320 reviews)
"Spacious and very clean. Super convenient to everything!"
United States
Donna
The price is HK$1,058
HK$1,194 total
includes taxes & fees
5 Oct - 6 Oct
Pink Blossom Family Resort
A snow-covered dome structure with a bench and a basket, overlooking a body of water during sunset.

18. Lovely Waterfront Suite near Portsmouth

Lovely Waterfront Suite near Portsmouth
Dover
10.0 out of 10, Exceptional, (147 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$2,227
HK$2,723 total
includes taxes & fees
11 Sept - 12 Sept
Lovely Waterfront Suite near Portsmouth
A circular stone fire pit surrounded by Adirondack chairs in a grassy outdoor area with a tree overhead and a white fence in the background.

19. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (448 reviews)
"Loved the pool, great atmosphere and check-in was so smooth and easy"
United States
Dawna
The price is HK$1,000
HK$1,199 total
includes taxes & fees
23 Sept - 24 Sept
Elmwood Resort Hotel
A sign for Dover Public Library in front of a red brick building with a green lawn.

20. 😊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 HK$953
HK$2,216 total
includes taxes & fees
11 Sept - 12 Sept
😊Cozy Downtown🍷FreeWine🍷10min to Portsmouth/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

Port Inn and Suites Portsmouth, an Ascend Collection Hotel

Port Inn and Suites Portsmouth, an Ascend Collection Hotel

10/10 Excellent
"Nice clean property and next to Highway and breakfast was okay but sitting space is bit congested but good place to stay"
Ashutosh 1-night trip
Posted 4 hours 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
  • Use the map to find apartments and other holiday homes in the Kittery Point neighbourhood you prefer
  • 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?

Hampton Beach Seaside Villa Unit 1: This holiday home rental outside of Kittery Point is on the beach, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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.