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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Our top choices for Kittery Point vacation rentals

1. Amazing harbor/ocean views of Pepperrell Cove

Amazing harbor/ocean views of Pepperrell Cove
Kittery
10.0 out of 10, Exceptional, (31 reviews)
"House was cozy, nice views!"
United States
Rebecca E.
The price is CA $1,066
CA $1,712 total
includes taxes & fees
Aug 12 - Aug 13
Amazing harbor/ocean views of Pepperrell Cove

2. Great Island Inn

Great Island Inn
3.5 star property
New Castle
10.0 out of 10, Exceptional, (118 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 CA $349
CA $431 total
includes taxes & fees
Aug 6 - Aug 7
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, (110 reviews)
"Amazing stay and place"
United States
Amanda
The price is CA $294
CA $400 total
includes taxes & fees
Aug 4 - Aug 5
Rye Motor Inn - Oceanfront, Walk to Beach

4. Historical Apt. In Downtown Portsmouth

Historical Apt. In Downtown Portsmouth
West End
10.0 out of 10, Exceptional, (3 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 CA $225
CA $397 total
includes taxes & fees
Aug 10 - Aug 11
Historical Apt. In Downtown Portsmouth

5. King Bed | Downtown Suite | Port City Stays

King Bed | Downtown Suite | Port City Stays
Downtown
9.6 out of 10, Exceptional, (8 reviews)
"Our stay was perfect! The property was great! The amenities were great and very clean. Will book again."
United States
simonne C.
The price is CA $259
CA $531 total
includes taxes & fees
Aug 9 - Aug 10
King Bed | Downtown Suite | Port City Stays

6. Cozy In-Law Suite Near York Beaches

Cozy In-Law Suite Near York Beaches
York
9.6 out of 10, Exceptional, (11 reviews)
"Host was nice and welcoming. The space was clean and spacious."
United States
Vivienne
The price is CA $233
CA $341 total
includes taxes & fees
Aug 3 - Aug 4
Cozy In-Law Suite Near York Beaches

7. Market Street Loft in Historic Downtown Portsmouth

Market Street Loft in Historic Downtown Portsmouth
Downtown
9.8 out of 10, Exceptional, (24 reviews)
"Great place to stay! Just be prepared for a lot of stairs."
United States
grace o.
The price is CA $278
CA $520 total
includes taxes & fees
Sep 1 - Sep 2
Market Street Loft in Historic Downtown Portsmouth

8. Downtown Portsmouth 2 Bedroom 2 King Beds

Downtown Portsmouth 2 Bedroom 2 King Beds
Downtown
9.4 out of 10, Exceptional, (10 reviews)
"Very clean space. Host was extremely fast to respond to any questions/issues. Location was perfect…walk out door to explore downtown Portsmouth. "
United States
Kelley G.
The price is CA $341
CA $630 total
includes taxes & fees
Sep 1 - Sep 2
Downtown Portsmouth 2 Bedroom 2 King Beds

9. Tugboat Vista 2 Bedroom Downtown Portsmouth

Tugboat Vista 2 Bedroom Downtown Portsmouth
Downtown
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful apartment in a great location!"
United States
Marshall C.
The price is CA $423
CA $696 total
includes taxes & fees
Aug 10 - Aug 11
Tugboat Vista 2 Bedroom Downtown Portsmouth

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 price is CA $332
CA $720 total
includes taxes & fees
Aug 3 - Aug 4
"The Surf" | Ocean & Marsh Views | Rooftop Deck

11. Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore

Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore
Downtown
9.8 out of 10, Exceptional, (68 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 CA $497
CA $892 total
includes taxes & fees
Aug 15 - Aug 16
Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore

12. The Perch on Penhallow, Downtown Portsmouth

The Perch on Penhallow, Downtown Portsmouth
Downtown
9.8 out of 10, Exceptional, (13 reviews)
"Our hosts were extremely accommodating. We had a wonderful stay. Great place in a great location."
United States
Susan G.
The price is CA $507
CA $797 total
includes taxes & fees
Sep 2 - Sep 3
The Perch on Penhallow, Downtown Portsmouth

13. 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, (8 reviews)
"Incredibly clean adorable apartment with everything you might need. Close to shopping and restaurants. "
United States
Leticia B.
The price is CA $302
CA $582 total
includes taxes & fees
Sep 1 - Sep 2
West-End Gem 2BR Live like a Local in Portsmouth

14. Spacious suite - close to everything + backyard 10 min to Portsmouth +Ogunquit

Spacious suite - close to everything + backyard 10 min to Portsmouth +Ogunquit
York
10.0 out of 10, Exceptional, (7 reviews)
"Enjoyed my stay, great place and location. Bedroom fan wasn’t working so it was a little unbearable for 2 days. Other than that would definitely stay there again!"
United States
Stephanie B.
The price is CA $306
CA $625 total
includes taxes & fees
Aug 30 - Aug 31
Spacious suite - close to everything + backyard 10 min to Portsmouth +Ogunquit

15. 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, (17 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 CA $188
CA $309 total
includes taxes & fees
Aug 23 - Aug 24
Vintage Glamper Oasis in Downtown Dover, walk to downtown and Henry Law Park

16. Chic Loft-Style Condo in Downtown Portsmouth

Chic Loft-Style Condo in Downtown Portsmouth
Portsmouth
9.8 out of 10, Exceptional, (16 reviews)
"Enjoyed our stay. Reminder that there is no oven/stove so plan accordingly."
United Kingdom
Anonymous traveller
The price is CA $475
CA $848 total
includes taxes & fees
Sep 1 - Sep 2
Chic Loft-Style Condo in Downtown Portsmouth

17. 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 CA $649
CA $911 total
includes taxes & fees
Sep 2 - Sep 3
The Penthouse at Penhallow

18. 2-Bedroom Apt Sleeps 7! - 1/4 mile to Beach!

2-Bedroom Apt Sleeps 7! - 1/4 mile to Beach!
Hampton
9.0 out of 10, Wonderful, (18 reviews)
"Minutes from the beach and very spacious rooms. "
United States
Adriana T.
The price is CA $158
CA $541 total
includes taxes & fees
Aug 3 - Aug 4
2-Bedroom Apt Sleeps 7! - 1/4 mile to Beach!

19. Southern Maine Retreat < 2 Mi to Wells Beach!

Southern Maine Retreat < 2 Mi to Wells Beach!
3.0 star property
Charles Chase Corner
10.0 out of 10, Exceptional, (1 review)
"What an amazing place and area. Long weekend trip here was amazing. Great amenities, great hot tub, close to everything. Will definitely stay again."
Canada
Gilbert
Southern Maine Retreat < 2 Mi to Wells Beach!

20. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (430 reviews)
"Nice small apartment for overnight stay."
United States
Tammie
The price is CA $238
CA $286 total
includes taxes & fees
Aug 31 - Sep 1
Elmwood Resort Hotel
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

Find out more about Kittery Point

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kittery Point. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Hampton Beach Seaside Villa Unit 2: Visitors like this Kittery Point vacation home rental. It is on the beach and equipped with air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Kittery Point?

Expedia has 17 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 Ogunquit Beach 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.