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 Vacation Rentals

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Check prices for these dates

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

Our top choices for Kittery Point vacation 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 ￥63,698
￥116,576 total
includes taxes & fees
Oct 27 - Oct 28
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 ￥28,153
￥36,025 total
includes taxes & fees
Sep 28 - Sep 29
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 ￥14,643
￥19,819 total
includes taxes & fees
Sep 29 - Sep 30
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 ￥38,852
￥42,154 total
includes taxes & fees
Oct 25 - Oct 26
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)
The price is ￥15,121
￥34,325 total
includes taxes & fees
Sep 28 - Sep 29
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 ￥18,441
￥43,900 total
includes taxes & fees
Sep 28 - Sep 29
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 ￥24,378
￥62,289 total
includes taxes & fees
Sep 28 - Sep 29
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 ￥18,999
￥44,505 total
includes taxes & fees
Sep 30 - Oct 1
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 ￥31,580
￥62,081 total
includes taxes & fees
Sep 29 - Sep 30
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 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 ￥34,216
￥57,943 total
includes taxes & fees
Oct 18 - Oct 19
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 traveler
The price is ￥38,219
￥71,701 total
includes taxes & fees
Sep 29 - Sep 30
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 ￥39,595
￥46,374 total
includes taxes & fees
Sep 28 - Sep 29
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 ￥21,233
￥23,956 total
includes taxes & fees
Oct 5 - Oct 6
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 ￥48,442
￥74,233 total
includes taxes & fees
Oct 26 - Oct 27
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 ￥45,501
￥70,700 total
includes taxes & fees
Oct 27 - Oct 28
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 ￥11,639
￥39,080 total
includes taxes & fees
Oct 1 - Oct 2
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 ￥21,390
￥34,301 total
includes taxes & fees
Sep 28 - Sep 29
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 ￥77,594
￥135,725 total
includes taxes & fees
Oct 8 - Oct 9
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 ￥25,322
￥124,256 total
includes taxes & fees
Sep 29 - Sep 30
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

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

8/10 Good
"The Bathroom needs more hooks for towels and clothes"
Garrett 3-night trip
Posted 3 hours ago
Ogunquit River Inn & Suites

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 vacation rental in Kittery Point?

Yes, we give you a choice of vacation rentals near popular attractions in Kittery Point, or you can go with a 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 vacation home rentals in Kittery Point?

STUNNING BEACHSIDE HOME-WELLS BEACH: 180 DEGREE OCEAN VIEWS: 9-1 to 9-3 open: Visitors like this Kittery Point vacation home rental. It is located on the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Kittery Point?

Expedia has 16 vacation 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 larger area.

What are vacation rentals like in Kittery Point?

Vacation rentals are private properties you can reserve for several days or more in Kittery Point. Vacation rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.