Kittery Point Vacation Rentals

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Check prices for these dates

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

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)
"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.
$483 nightly
The price is $526
Nov 12 - Nov 13
Total with taxes and fees
Amazing harbor/ocean views of Pepperrell Cove
A brick building with a sign for 'Treadwell Mansion Boutique Hotel.'

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
$168 nightly
The price is $183
Nov 16 - Nov 17
Total with taxes and fees
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
$152 nightly
The price is $162
Nov 22 - Nov 23
Total with taxes and fees
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
$129 nightly
The price is $140
Nov 15 - Nov 16
Total with taxes and fees
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)
"This lovely old home has the most modern interior that is a comfortable distance to Portsmouth without being in the city. Attention to detail was evident in the cleanliness as well as the fully stocked beverages that can be added to your bill. I was able to reach Doug immediately concerning check-in as I was having trouble getting my home internet and he was so helpful. Should we come back again we will definitely stay here as they even allowed our 58 pound dog Emma to be with us. Emma loved...
United States
Charles C.
$248 nightly
The price is $284
Nov 22 - Nov 23
Total with taxes and fees
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.
$226 nightly
The price is $260
Nov 22 - Nov 23
Total with taxes and fees
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.
$260 nightly
The price is $282
Nov 15 - Nov 16
Total with taxes and fees
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, (73 reviews)
"Great space and wonderful location!!"
United States
Madeline A.
$365 nightly
The price is $396
Nov 23 - Nov 24
Total with taxes and fees
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.
$175 nightly
The price is $190
Nov 17 - Nov 18
Total with taxes and fees
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.
$368 nightly
The price is $400
Nov 12 - Nov 13
Total with taxes and fees
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.
$299 nightly
The price is $324
Dec 2 - Dec 3
Total with taxes and fees
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.
$169 nightly
The price is $184
Nov 22 - Nov 23
Total with taxes and fees
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
$528 nightly
The price is $573
Nov 12 - Nov 13
Total with taxes and fees
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)
"Great place to stay! Just be prepared for a lot of stairs."
United States
grace o.
$291 nightly
The price is $316
Nov 12 - Nov 13
Total with taxes and fees
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.
$240 nightly
The price is $261
Dec 2 - Dec 3
Total with taxes and fees
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.
$338 nightly
The price is $367
Nov 12 - Nov 13
Total with taxes and fees
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.
$314 nightly
The price is $341
Dec 2 - Dec 3
Total with taxes and fees
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.
$231 nightly
The price is $251
Nov 15 - Nov 16
Total with taxes and fees
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
$368 nightly
The price is $388
Dec 1 - Dec 2
Total with taxes and fees
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.
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Top Kittery Point Hotel Reviews

A gazebo with a tiled roof, surrounded by a brick pathway and colorful flowers.
Kittery Inn and Suites

Kittery Inn and Suites

Kittery Inn and Suites
Kittery

10/10 Excellent

Great stay! The rooms are super clean and the breakfast had a variety of options. Staff is very friendly and informative.
United States
Jose
Reviewed March 22, 2024
Kittery Inn and Suites

Find out more about Kittery Point

Everything you need to know about Kittery Point vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kittery Point vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kittery Point vacation 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 low season months. For more hustle and bustle, you may prefer to visit Kittery Point in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $140 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kittery Point rentals

At Expedia, we put the best Kittery Point vacation 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 vacation.

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 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.

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.

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