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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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Kittery Point vacation rentals

Marina

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 ￥76,705
￥136,041 total
includes taxes & fees
Jul 22 - Jul 23
Amazing harbor/ocean views of Pepperrell Cove
Front of property

Great Island Inn

Great Island Inn
3.5 star property
New Castle
10.0 out of 10, Exceptional, (117 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 ￥40,438
￥49,901 total
includes taxes & fees
Jul 29 - Jul 30
Great Island Inn
Garden

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, (107 reviews)
"Love the Retro Renovation decor and the proximity to some nice restaurants and things to do. Great place if you like exploring the outdoors and wildlife .. Clean rooms and great staff!!! "
United States
Michael
The price is ￥41,578
￥54,531 total
includes taxes & fees
Jul 29 - Jul 30
Rye Motor Inn - Oceanfront, Walk to Beach
Outdoor dining

Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore

Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore
Downtown
9.8 out of 10, Exceptional, (64 reviews)
" Had everything we needed and the location was great."
United States
Rona L.
Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore
Smart TV, fireplace

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 ￥53,592
￥85,988 total
includes taxes & fees
Jul 22 - Jul 23
The Perch on Penhallow, Downtown Portsmouth
Smart TV, stereo

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 ￥152,841
￥195,188 total
includes taxes & fees
Aug 8 - Aug 9
The Penthouse at Penhallow
Outdoor dining

Serenity @ Snug Harbor | Ocean View | Private Deck

Serenity @ Snug Harbor | Ocean View | Private Deck
Rye
9.8 out of 10, Exceptional, (23 reviews)
"Great place and responsive host"
United States
Mickie G.
The price is ￥43,361
￥90,748 total
includes taxes & fees
Jul 22 - Jul 23
Serenity @ Snug Harbor | Ocean View | Private Deck
Interior

Tugboat Vista 2 Bedroom Downtown Portsmouth

Tugboat Vista 2 Bedroom Downtown Portsmouth
Downtown
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful apartment in a great location!"
United States
Marshall C.
The price is ￥66,857
￥102,164 total
includes taxes & fees
Jul 22 - Jul 23
Tugboat Vista 2 Bedroom Downtown Portsmouth
Seasonal outdoor pool, open 9:00 AM to 9:00 PM, sun loungers

Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (315 reviews)
"Very clean & lovely hotel. Great staff that was attentive and friendly. Awesome hot tub, pool & grills! Great place walking distance to everything."
United States
Jennifer
The price is ￥51,156
￥57,712 total
includes taxes & fees
Jul 26 - Jul 27
Pink Blossom Family Resort
Terrace/patio

Market Street Loft in Historic Downtown Portsmouth

Market Street Loft in Historic Downtown Portsmouth
Downtown
9.8 out of 10, Exceptional, (24 reviews)
The price is ￥50,638
￥82,979 total
includes taxes & fees
Aug 9 - Aug 10
Market Street Loft in Historic Downtown Portsmouth
Interior

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, (17 reviews)
"Property was so clean and exactly what was pictured! Location was top notch and so accessible to shops, coffee, restaurants and more! We had a great time!!!!"
United States
Wendi G.
The price is ￥81,109
￥150,068 total
includes taxes & fees
Aug 6 - Aug 7
Music City Vibe ~ Luxe ~ PVT Deck ~ DWTN ~ <2min to MKT SQ
Dining

King Bed | Downtown Suite | Port City Stays

King Bed | Downtown Suite | Port City Stays
Downtown
9.6 out of 10, Exceptional, (8 reviews)
The price is ￥41,758
￥75,968 total
includes taxes & fees
Jul 22 - Jul 23
King Bed | Downtown Suite | Port City Stays
Smart TV, stereo

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 ￥48,623
￥83,966 total
includes taxes & fees
Jul 27 - Jul 28
West-End Gem 2BR Live like a Local in Portsmouth
Interior

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 traveler
The price is ￥74,217
￥121,849 total
includes taxes & fees
Aug 18 - Aug 19
Chic Loft-Style Condo in Downtown Portsmouth
2 bedrooms, iron/ironing board, WiFi, bed sheets

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 ￥35,216
￥66,951 total
includes taxes & fees
Aug 12 - Aug 13
Downtown Portsmouth 2 Bedroom 2 King Beds
Exterior

Cozy In-Law Suite Near York Beaches

Cozy In-Law Suite Near York Beaches
York
9.4 out of 10, Exceptional, (10 reviews)
"Host was nice and welcoming. The space was clean and spacious."
United States
Vivienne
The price is ￥26,999
￥39,164 total
includes taxes & fees
Jul 26 - Jul 27
Cozy In-Law Suite Near York Beaches
Exterior

Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (426 reviews)
"This was the cutest place that we stayed on our trip!"
United States
Tara
The price is ￥37,352
￥44,785 total
includes taxes & fees
Jul 29 - Jul 30
Elmwood Resort Hotel
Beach nearby

"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 ￥50,703
￥97,860 total
includes taxes & fees
Aug 18 - Aug 19
"The Surf" | Ocean & Marsh Views | Rooftop Deck
Property grounds

2 Bedroom cottage steps from the beach

2 Bedroom cottage steps from the beach
York Beach
10.0 out of 10, Exceptional, (1 review)
"Great little cottage directly across the street! All they need to add are hooks or shelves because there is no where to put your clothes so pack light!"
United States
Jennifer G.
The price is ￥146,096
￥183,397 total
includes taxes & fees
Aug 8 - Aug 9
2 Bedroom cottage steps from the beach
Dining

Oceanfront Cottage on Long Sands Beach - Sleeps 4

Oceanfront Cottage on Long Sands Beach - Sleeps 4
York
10.0 out of 10, Exceptional, (36 reviews)
"Great view, helpful and attentive host!"
United States
Mike G.
The price is ￥71,374
￥114,997 total
includes taxes & fees
Jul 26 - Jul 27
Oceanfront Cottage on Long Sands Beach - Sleeps 4
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

Ashworth by the Sea

Ashworth by the Sea

10/10 Excellent
"Was there for a girls trip for 4 days with my mom, I told the front desk it was my birthday and it would be great if we could get a nice view of the ocean which she did for us! It’s been a few years since I had stayed there and the rooms were all done over to beachy colors, laminate flooring, which was so much better than carpeting, the bathroom was very nice especially the shower! I thought it was great that they provide beach chairs and umbrellas and there is always coffee in the lobby. They also have a little nook that sells snacks and alcoholic drinks and regular beverages along with several things that you may have forgotten for your stay. The rooftop bar is all done over and a great place to listen to music and hang out, have drinks, and a bite to eat, was really impressed with what they’ve done with that. Love the Warfside Cafe for breakfast. Also, every single staff person we came in contact with was so so very nice! All in all we had an amazing time and will definitely be back!!"
Theresa 3-night trip
Posted less than an hour ago
Ashworth by the Sea

Find out more about Kittery Point

Search for holiday rentals in Kittery Point on Expedia! You can easily find your home rentals, villas, holiday apartments in Kittery Point using one of the methods below:

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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 9-8 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 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 Ogunquit Beach. While in the area, you can also visit popular places like Hampton Beach and Perkins Cove.

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.