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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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, (34 reviews)
"This house is even better than the pictures! Gorgeous, comfortable home with all the details covered for your stay. It was perfect for my family of 4 (sons ages 15 & 18). They had the entire 2nd floor to themselves which was perfect. We frequently visited the Pepperell Cove restaurants and provisions store as well. Great location with proximity to Portsmouth and Kittery outlets."
United States
Brigitte F.
The price is SAR 871
SAR 2,029 total
includes taxes & fees
30 Nov - 1 Dec
Amazing harbor/ocean views of Pepperrell Cove
A living room with a fireplace, a sofa, a round glass coffee table, and a patterned rug.

2. Treadwell Mansion

Treadwell Mansion
4.0 star property
Downtown
9.4 out of 10, Exceptional, (29 reviews)
"Great location, easy check in. Love the property and the room had everything we needed, just wished our stay was longer!"
United States
Judith
The price is SAR 669
SAR 726 total
includes taxes & fees
17 Nov - 18 Nov
Treadwell Mansion
A wooden door with a brass anchor handle, a staircase with a patterned wall, and a window with a number "3" on the right.

3. Great Island Inn

Great Island Inn
3.5 star property
New Castle
10.0 out of 10, Exceptional, (131 reviews)
"Charming place to stay. Bed was super comfortable, towels were lovely and the room was spotless. Just a short drive into Portsmouth and can get coffee right next door."
United States
Elizabeth
The price is SAR 447
SAR 608 total
includes taxes & fees
22 Nov - 23 Nov
Great Island Inn
Garden

4. 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, (141 reviews)
"Great location great hotel"
United States
Elizabeth
The price is SAR 349
SAR 473 total
includes taxes & fees
15 Nov - 16 Nov
Rye Motor Inn - Oceanfront, Walk to Beach
A room with a wooden floor, a sofa, a table, and a window with curtains.

5. Great Island Inn - King Studio Apt - Main Street View

Great Island Inn - King Studio Apt - Main Street View
New Castle
10.0 out of 10, Exceptional, (4 reviews)
"Our rental was perfect. It had everything we needed and more. We will definitely return next year. No complaints."
United States
pamela s.
The price is SAR 559
SAR 1,067 total
includes taxes & fees
22 Nov - 23 Nov
Great Island Inn - King Studio Apt - Main Street View
A green two-story house with a central wooden door, black-framed windows, and a small porch with a railing.

6. Great Island Inn - Queen Studio Apt - Village View

Great Island Inn - Queen Studio Apt - Village View
New Castle
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time. Nicely done"
United States
michael m.
Great Island Inn - Queen Studio Apt - Village View
A snow-covered street with a building featuring a 'Hello Lovely' sign.

7. Townhouse Apt 2 w Parking in Downtown Portsmouth

Townhouse Apt 2 w Parking in Downtown Portsmouth
Downtown
10.0 out of 10, Exceptional, (2 reviews)
"great place in a great location!"
United States
Ryan F.
Townhouse Apt 2 w Parking in Downtown Portsmouth
An outdoor seating area with brick walls and black and white photographs.

8. Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore

Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore
Downtown
10.0 out of 10, Exceptional, (74 reviews)
"Great space and wonderful location!!"
United States
Madeline A.
The price is SAR 643
SAR 1,487 total
includes taxes & fees
23 Nov - 24 Nov
Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore
A room with a fireplace, a ceiling fan, a mirror, and a door leading to another room.

9. Historical Apt. In Downtown Portsmouth

Historical Apt. In Downtown Portsmouth
West End
10.0 out of 10, Exceptional, (5 reviews)
"The property is just as advertised and is a very nice place to stay. Very convenient to attractions and places to eat. Ample off street parking. Would definitely stay here again."
United States
Robert C.
The price is SAR 286
SAR 714 total
includes taxes & fees
17 Nov - 18 Nov
Historical Apt. 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.

10. The Penthouse at Penhallow

The Penthouse at Penhallow
Downtown
10.0 out of 10, Exceptional, (17 reviews)
"Absolutely beautiful full of history in a great location "
United States
Richard H.
The price is SAR 1,028
SAR 1,653 total
includes taxes & fees
2 Dec - 3 Dec
The Penthouse at Penhallow
The Perch`s living room

11. The Perch on Penhallow, Downtown Portsmouth

The Perch on Penhallow, Downtown Portsmouth
Downtown
9.8 out of 10, Exceptional, (15 reviews)
"Our hosts were extremely accommodating. We had a wonderful stay. Great place in a great location."
United States
Susan G.
The price is SAR 656
SAR 1,217 total
includes taxes & fees
2 Dec - 3 Dec
The Perch on Penhallow, Downtown Portsmouth
A marina with boats, a large tent, and outdoor seating areas.

12. Fresh + Modern Garden Level Kittery Studio

Fresh + Modern Garden Level Kittery Studio
Kittery
10.0 out of 10, Exceptional, (3 reviews)
"The apartment was clean, bright and nicely decorated. We were greeted with some welcome snacks and locally made sodas. Erin was quick to send or answer messages with information. A pleasant place to stay."
United States
Debby K.
The price is SAR 304
SAR 691 total
includes taxes & fees
22 Nov - 23 Nov
Fresh + Modern Garden Level Kittery Studio
A covered porch with a table and chair, a white railing, and large windows.

13. The Deck Downtown | Walk 2 Downtown | Washer/Dryer

The Deck Downtown | Walk 2 Downtown | Washer/Dryer
West End
The price is SAR 724
SAR 2,061 total
includes taxes & fees
15 Nov - 16 Nov
The Deck Downtown | Walk 2 Downtown | Washer/Dryer
A wooden deck with outdoor seating, string lights, and a brick wall.

14. Market Street Loft in Historic Downtown Portsmouth

Market Street Loft in Historic Downtown Portsmouth
Downtown
9.8 out of 10, Exceptional, (28 reviews)
"Wonderful place. The only downfall was I didn’t stay long enough definitely going back."
United States
Richard D.
The price is SAR 668
SAR 1,172 total
includes taxes & fees
15 Nov - 16 Nov
Market Street Loft in Historic 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.

15. 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 SAR 380
SAR 978 total
includes taxes & fees
2 Dec - 3 Dec
Downtown Portsmouth 2 Bedroom 2 King Beds
A modern living room with a brown leather sofa, two armchairs, a coffee table, and a flat-screen TV mounted on the wall.

16. 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, (13 reviews)
"Beautiful, extremely clean, comfortable, fully equipped apartment in the heart of Portsmouth. We had a wonderful stay and we absolutely love Portsmouth. We will definitely be back for another stay! "
United States
Sabra G.
The price is SAR 666
SAR 1,399 total
includes taxes & fees
15 Nov - 16 Nov
Speakeasy Vibe ~ Luxe 1BR ~ <2min walk to MKT SQ
A hotel room with a large window overlooking a harbor, a marble table, and a bottle of champagne.

17. Tugboat Vista 2 Bedroom Downtown Portsmouth

Tugboat Vista 2 Bedroom Downtown Portsmouth
Downtown
10.0 out of 10, Exceptional, (19 reviews)
"Charming clean property in outstanding location. Above fantastic shops in downtown Portsmouth! Eateries snd boutiques only a short walk away!"
United States
Charlotte C.
The price is SAR 714
SAR 1,280 total
includes taxes & fees
2 Dec - 3 Dec
Tugboat Vista 2 Bedroom Downtown Portsmouth
A kitchen with a wooden table, chairs, a refrigerator, and a window with blinds.

18. King Bed | Downtown Suite | Port City Stays

King Bed | Downtown Suite | Port City Stays
Downtown
9.4 out of 10, Exceptional, (9 reviews)
"This property was in a great location, had ample parking options and was easily accessible. The property was clean, cute and had everything we needed for our stay. Appreciated the well stocked coffee bar! "
United States
Elizabeth H.
The price is SAR 349
SAR 941 total
includes taxes & fees
15 Nov - 16 Nov
King Bed | Downtown Suite | Port City Stays
A deck with wicker furniture and a table, surrounded by a white railing.

19. Harbor Serenity | Private Deck | Mins to Beach

Harbor Serenity | Private Deck | Mins to Beach
Rye
9.0 out of 10, Wonderful, (14 reviews)
"Great spot, close to Wallis Sands State Beach. Ocean view visible from both sides of force porch area. Would stay again."
United States
William G.
Harbor Serenity | Private Deck | Mins to Beach
A cozy living area with a round table, wicker chairs, a sofa, and a TV stand.

20. Chic Loft-Style Condo in Downtown Portsmouth

Chic Loft-Style Condo in Downtown Portsmouth
Portsmouth
9.8 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay. Reminder that there is no oven/stove so plan accordingly."
United Kingdom
Anonymous traveler
The price is SAR 713
SAR 1,456 total
includes taxes & fees
1 Dec - 2 Dec
Chic Loft-Style Condo in Downtown Portsmouth
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kittery Point Hotel Reviews

Hilton Garden Inn Portsmouth Downtown

Hilton Garden Inn Portsmouth Downtown

8/10 Good
"Location makes it easy to enjoy the waterfront/downtown area. Breakfast was okay but just the average breakfast buffet. Not worth the cost when it is equal to what is free at other hotels."
Lisa 2-night trip
Posted 2 hours ago
Hilton Garden Inn Portsmouth Downtown

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.