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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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)
"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 AU$887
includes taxes & fees
16 Nov - 17 Nov
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, (128 reviews)
"Fantastic location, beautiful views it’s a gem on the island!"
United States
Craig
The price is AU$314
includes taxes & fees
1 Nov - 2 Nov
Great Island Inn
Garden

3. Rye Motor Inn - Oceanfront, Walk to Beach

Rye Motor Inn - Oceanfront, Walk to Beach
3.0 star property
Rye
9.8 out of 10, Exceptional, (131 reviews)
"Amazing stay and place"
United States
Amanda
The price is AU$179
includes taxes & fees
26 Oct - 27 Oct
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
9.4 out of 10, Exceptional, (21 reviews)
"Rooms and location are absolutely perfect!"
United States
Kathy
The price is AU$436
includes taxes & fees
2 Nov - 3 Nov
Treadwell Mansion
A wooden deck with outdoor seating, string lights, and a brick wall.

5. 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 AU$394
includes taxes & fees
26 Oct - 27 Oct
Market Street Loft in Historic Downtown Portsmouth
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, (5 reviews)
"I had such an amazing stay!! The apartment was perfect and had everything you could possibly need. Having the market across the street was so convenient. You can walk to everything in town. I wish I could have stayed longer!"
United States
Amanda D.
The price is AU$315
includes taxes & fees
2 Nov - 3 Nov
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.

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 AU$434
includes taxes & fees
3 Nov - 4 Nov
Downtown Portsmouth 2 Bedroom 2 King Beds
A deck with outdoor furniture, including sofas and a table, and large windows on the house.

8. 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 AU$597
includes taxes & fees
20 Oct - 21 Oct
Serenity @ Snug Harbor | Ocean View | Private Deck
The Perch`s living room

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 AU$560
includes taxes & fees
3 Nov - 4 Nov
The Perch on Penhallow, Downtown Portsmouth
A hotel room with a large window overlooking a harbor, a marble table, and a bottle of champagne.

10. Tugboat Vista 2 Bedroom Downtown Portsmouth

Tugboat Vista 2 Bedroom Downtown Portsmouth
Downtown
10.0 out of 10, Exceptional, (18 reviews)
"Great space, great location."
United States
Patrick R.
The price is AU$577
includes taxes & fees
2 Nov - 3 Nov
Tugboat Vista 2 Bedroom Downtown Portsmouth
A modern kitchen with wooden flooring, white cabinetry, a central island with stools, and a view of the outdoors through large windows.

11. 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 AU$540
includes taxes & fees
21 Oct - 22 Oct
Bright Bungalow, King-size Bed, Fence-in Backyard–Cool, Cozy & Dog Friendly
A spacious living area with a high ceiling, exposed wooden beams, a large sofa, a coffee table, and a kitchen in the background.

12. 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 AU$642
includes taxes & fees
2 Nov - 3 Nov
The Penthouse at Penhallow
A cozy living area with a round table, wicker chairs, a sofa, and a TV stand.

13. Chic Loft-Style Condo in Downtown Portsmouth

Chic Loft-Style Condo in Downtown Portsmouth
Portsmouth
9.8 out of 10, Exceptional, (19 reviews)
"Enjoyed our stay. Reminder that there is no oven/stove so plan accordingly."
United Kingdom
Anonymous traveller
The price is AU$595
includes taxes & fees
17 Nov - 18 Nov
Chic Loft-Style Condo in Downtown 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, (329 reviews)
"It was great and a great location."
United States
Robert
The price is AU$219
includes taxes & fees
20 Oct - 21 Oct
Pink Blossom Family Resort
A snow-covered dome structure with a bench and a basket, overlooking a body of water during sunset.

15. Lovely Waterfront Suite near Portsmouth

Lovely Waterfront Suite near Portsmouth
Dover
10.0 out of 10, Exceptional, (154 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 AU$432
includes taxes & fees
1 Nov - 2 Nov
Lovely Waterfront Suite near Portsmouth
A modern living room with a sofa, a dining table, and a kitchen area.

16. 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)
"Fabulous location. Can walk any where downtown.Apartment is lovely, has everything you need and the host is helpful andresponsive."
United States
Susan M.
The price is AU$1,111
includes taxes & fees
27 Oct - 28 Oct
Music City Vibe ~ Luxe ~ PVT Deck ~ DWTN ~ <2min to MKT SQ
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island with bar stools.

17. 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 AU$940
includes taxes & fees
1 Nov - 2 Nov
Sleep up to 12, quick access to Kittery and Portsmouth, Beaches, Boat Launch
A coastal house with a large porch, a chimney, and a view of the ocean.

18. Oceanfront Rye Beach House w/Golf Simulator

Oceanfront Rye Beach House w/Golf Simulator
Rye
10.0 out of 10, Exceptional, (4 reviews)
"We had high expectations after booking and it delivered on every level. Great stay!"
United States
Justin S.
The price is AU$1,095
includes taxes & fees
3 Nov - 4 Nov
Oceanfront Rye Beach House w/Golf Simulator
A dining area with a table set for four, large windows with blinds, a wicker pendant light, and a view of the beach.

19. Oceanfront Cottage on Long Sands Beach - Sleeps 4

Oceanfront Cottage on Long Sands Beach - Sleeps 4
York
10.0 out of 10, Exceptional, (45 reviews)
"Great location! Cute little spot well appointed. A must stay! "
United States
Kara S.
The price is AU$579
includes taxes & fees
11 Nov - 12 Nov
Oceanfront Cottage on Long Sands Beach - Sleeps 4
A large, historic building with a symmetrical facade, arched windows, and a central entrance with columns.

20. Cute Apt w/ Parking & W/D!

Cute Apt w/ Parking & W/D!
Dover
8.8 out of 10, Excellent, (9 reviews)
"Great location and very nice property. We really enjoyed our visit. "
United States
Dan H.
Cute Apt w/ Parking & W/D!
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

Exeter Inn

Exeter Inn

10/10 Excellent
"What a beautiful property! Everything was amazing. The staff, the room, the food all made for a wonderful stay."
Deborah 2-night trip
Posted 1 hour ago
Exeter Inn

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, 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 favourite 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 depend 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 AU$179 per night. Entering your travel dates in the search wizard might find you 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?

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.