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Kittery Point Holiday Rentals

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Our top choices for Kittery Point holiday rentals

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 AU$1,114
includes taxes & fees
28 Sept - 29 Sept
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, (122 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 AU$351
includes taxes & fees
7 Sept - 8 Sept
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, (116 reviews)
"Amazing stay and place"
United States
Amanda
The price is AU$250
includes taxes & fees
7 Sept - 8 Sept
Rye Motor Inn - Oceanfront, Walk to Beach

4. Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore

Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore
Downtown
10.0 out of 10, Exceptional, (72 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 AU$511
includes taxes & fees
7 Sept - 8 Sept
Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore

5. Treadwell Mansion

Treadwell Mansion
4.0 star property
Downtown
8.4 out of 10, Very good, (6 reviews)
"It was superb. Best hotel I’ve stayed in"
United States
Marlena
The price is AU$459
includes taxes & fees
13 Sept - 14 Sept
Treadwell Mansion

6. Historical Apt. In Downtown Portsmouth

Historical Apt. In Downtown Portsmouth
West End
10.0 out of 10, Exceptional, (4 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 AU$338
includes taxes & fees
29 Sept - 30 Sept
Historical Apt. In Downtown Portsmouth

7. 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 AU$546
includes taxes & fees
8 Sept - 9 Sept
Speakeasy Vibe ~ Luxe 1BR ~ <2min walk to MKT SQ

8. Downtown Portsmouth 2 Bedroom 2 King Beds

Downtown Portsmouth 2 Bedroom 2 King Beds
Downtown
9.4 out of 10, Exceptional, (12 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$462
includes taxes & fees
8 Sept - 9 Sept
Downtown Portsmouth 2 Bedroom 2 King Beds

9. 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, (11 reviews)
"The location was perfect. The downtown shopping area was a 10 minute walk. "
United States
Joe T.
The price is AU$510
includes taxes & fees
9 Sept - 10 Sept
West-End Gem 2BR Live like a Local in Portsmouth

10. Serenity @ Snug Harbor | Ocean View | Private Deck

Serenity @ Snug Harbor | Ocean View | Private Deck
Rye
9.8 out of 10, Exceptional, (23 reviews)
"Perfect location with incredible view right from dining table or porch. Easy to get around to visit other places. Very responsive on any questions. Clean and nicely decorated. You can see Isles of Shoals from the porch!"
United States
Stacy B.
The price is AU$671
includes taxes & fees
7 Sept - 8 Sept
Serenity @ Snug Harbor | Ocean View | Private Deck

11. Tugboat Vista 2 Bedroom Downtown Portsmouth

Tugboat Vista 2 Bedroom Downtown Portsmouth
Downtown
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful apartment in a great location!"
United States
Marshall C.
The price is AU$619
includes taxes & fees
10 Sept - 11 Sept
Tugboat Vista 2 Bedroom Downtown Portsmouth

12. 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$687
includes taxes & fees
29 Sept - 30 Sept
The Perch on Penhallow, Downtown Portsmouth

13. "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 AU$608
includes taxes & fees
7 Sept - 8 Sept
"The Surf" | Ocean & Marsh Views | Rooftop Deck

14. Chic Loft-Style Condo in Downtown Portsmouth

Chic Loft-Style Condo in Downtown Portsmouth
Portsmouth
9.8 out of 10, Exceptional, (17 reviews)
"Enjoyed our stay. Reminder that there is no oven/stove so plan accordingly."
United Kingdom
Anonymous traveller
The price is AU$710
includes taxes & fees
15 Sept - 16 Sept
Chic Loft-Style Condo in Downtown Portsmouth

15. 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 AU$836
includes taxes & fees
9 Sept - 10 Sept
The Penthouse at Penhallow

16. Sands Resort at Hampton Beach

Sands Resort at Hampton Beach
2.0 star property
Hampton Beach
8.4 out of 10, Very good, (39 reviews)
"Great stay"
United States
Phillip
The price is AU$227
includes taxes & fees
10 Sept - 11 Sept
Sands Resort at Hampton Beach

17. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (319 reviews)
"Spacious and very clean. Super convenient to everything!"
United States
Donna
The price is AU$212
includes taxes & fees
4 Oct - 5 Oct
Pink Blossom Family Resort

18. Lovely Waterfront Suite near Portsmouth

Lovely Waterfront Suite near Portsmouth
Dover
10.0 out of 10, Exceptional, (146 reviews)
"Host was amazing.Suite was perfect for our needs. Clean, comfortable, quiet, with a great water view."
United States
Robert N.
The price is AU$506
includes taxes & fees
11 Sept - 12 Sept
Lovely Waterfront Suite near Portsmouth

19. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (447 reviews)
"Loved the pool, great atmosphere and check-in was so smooth and easy"
United States
Dawna
The price is AU$213
includes taxes & fees
20 Sept - 21 Sept
Elmwood Resort Hotel

20. 😊Cozy Downtown🍷FreeWine🍷10min to Portsmouth/UNH🚘

😊Cozy Downtown🍷FreeWine🍷10min to Portsmouth/UNH🚘
Dover
9.4 out of 10, Exceptional, (24 reviews)
"Great stay, my wife and I loved it there!"
United States
noah y.
The price is AU$422
includes taxes & fees
11 Sept - 12 Sept
😊Cozy Downtown🍷FreeWine🍷10min to Portsmouth/UNH🚘
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

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$212 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?

Hampton Beach Seaside Villa Unit 1: This holiday home rental outside of Kittery Point is on the beach, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Kittery Point?

Expedia has 15 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 Ogunquit Beach 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.