A marina with various boats docked at wooden piers, a bridge in the background, and a forested hillside.

Kittery Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Kittery vacation rentals

Garden

1. 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, (125 reviews)
"Amazing stay and place"
United States
Amanda
The price is AED 342
AED 463 total
includes taxes & fees
29 Sep - 30 Sep
Rye Motor Inn - Oceanfront, Walk to Beach
Front of property

2. Great Island Inn

Great Island Inn
3.5 star property
New Castle
10.0 out of 10, Exceptional, (127 reviews)
"Fantastic location, beautiful views it’s a gem on the island!"
United States
Craig
The price is AED 731
AED 923 total
includes taxes & fees
29 Sep - 30 Sep
Great Island Inn
Interior

3. Historical Apt. In Downtown Portsmouth

Historical Apt. In Downtown Portsmouth
West End
10.0 out of 10, Exceptional, (5 reviews)
"I was so amazed at how effectively they utilized a smallish space to seem huge. It was so well laid out and in such a great location. The check in process was super smooth and the host was so communicative. And don't get me started on the location! Walkable to downtown and the water without being right in the mox of things and too busy - the perfect balance!! I highly recommend this place."
United States
Christopher B.
The price is AED 349
AED 797 total
includes taxes & fees
29 Sep - 30 Sep
Historical Apt. In Downtown Portsmouth
2 bedrooms, iron/ironing board, WiFi, bed sheets

4. 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 AED 495
AED 1,095 total
includes taxes & fees
30 Sep - 1 Oct
Downtown Portsmouth 2 Bedroom 2 King Beds
Rooftop terrace

5. Treadwell Mansion

Treadwell Mansion
4.0 star property
Downtown
9.2 out of 10, Wonderful, (13 reviews)
"Rooms and location are absolutely perfect!"
United States
Kathy
The price is AED 928
AED 1,007 total
includes taxes & fees
28 Oct - 29 Oct
Treadwell Mansion
Outdoor dining

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

Serenity @ Snug Harbor | Ocean View | Private Deck
Rye
9.8 out of 10, Exceptional, (23 reviews)
"Seamless process, great view of the ocean, clean property. Overall great experience."
United States
Kyle B.
The price is AED 569
AED 1,455 total
includes taxes & fees
30 Sep - 1 Oct
Serenity @ Snug Harbor | Ocean View | Private Deck
Property grounds

7. 2-Bedroom Apt - Dover/Portsmouth

2-Bedroom Apt - Dover/Portsmouth
Dover
9.6 out of 10, Exceptional, (26 reviews)
"Very cute old house converted into apartments. It was very nice to have the space to spread out. Communication with the owners was easy and helpful."
United States
Melinda
The price is AED 272
AED 913 total
includes taxes & fees
1 Oct - 2 Oct
2-Bedroom Apt - Dover/Portsmouth
Smart TV, stereo

8. 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, (12 reviews)
"The location was perfect. The downtown shopping area was a 10 minute walk. "
United States
Joe T.
The price is AED 422
AED 1,016 total
includes taxes & fees
29 Sep - 30 Sep
West-End Gem 2BR Live like a Local in Portsmouth
Living area

9. 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 AED 718
AED 1,429 total
includes taxes & fees
29 Sep - 30 Sep
Speakeasy Vibe ~ Luxe 1BR ~ <2min walk to MKT SQ
Terrace/patio

10. Market Street Loft in Historic Downtown Portsmouth

Market Street Loft in Historic Downtown Portsmouth
Downtown
9.8 out of 10, Exceptional, (26 reviews)
"Great place to stay! Just be prepared for a lot of stairs."
United States
grace o.
The price is AED 799
AED 1,353 total
includes taxes & fees
18 Oct - 19 Oct
Market Street Loft in Historic Downtown Portsmouth
Smart TV, fireplace

11. 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 AED 956
AED 1,535 total
includes taxes & fees
29 Sep - 30 Sep
The Perch on Penhallow, Downtown Portsmouth
Beach nearby

12. "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 AED 1,275
AED 2,228 total
includes taxes & fees
3 Oct - 4 Oct
"The Surf" | Ocean & Marsh Views | Rooftop Deck
Interior

13. Chic Loft-Style Condo in Downtown Portsmouth

Chic Loft-Style Condo in Downtown Portsmouth
Portsmouth
9.8 out of 10, Exceptional, (18 reviews)
"Enjoyed our stay. Reminder that there is no oven/stove so plan accordingly."
United Kingdom
Anonymous traveler
The price is AED 893
AED 1,674 total
includes taxes & fees
29 Sep - 30 Sep
Chic Loft-Style Condo in Downtown Portsmouth
Terrace/patio

14. 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, (18 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 AED 500
AED 801 total
includes taxes & fees
29 Sep - 30 Sep
Vintage Glamper Oasis in Downtown Dover, walk to downtown and Henry Law Park
Property grounds

15. Lovely Waterfront Suite near Portsmouth

Lovely Waterfront Suite near Portsmouth
Dover
10.0 out of 10, Exceptional, (152 reviews)
"Beautiful location on the river while also centrally located. Lovely space filled with fresh flowers and treats."
United States
Lin G.
The price is AED 925
AED 1,083 total
includes taxes & fees
29 Sep - 30 Sep
Lovely Waterfront Suite near Portsmouth
Seasonal outdoor pool, open 9:00 AM to 9:00 PM, sun loungers

16. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (324 reviews)
"Spacious and very clean. Super convenient to everything!"
United States
Donna
The price is AED 496
AED 559 total
includes taxes & fees
5 Oct - 6 Oct
Pink Blossom Family Resort
Beach nearby

17. Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Salisbury Beach
9.8 out of 10, Exceptional, (7 reviews)
"I booked a last minute stay for some time at the ocean. The booking/check in process was so easy with very detailed instructions sent the day of my arrival. The place was exactly as pictured, a well-appointed, clean cottage, with everything I needed. The host also left a welcome gift that was thoughtful and useful. I walked the few blocks to the ocean everyday, multiple times a day to walk for hours on the beaches. I got food from a nice little Italian restaurant (Capri) just a block away. The...
United States
Maura
The price is AED 450
AED 1,512 total
includes taxes & fees
30 Sep - 1 Oct
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Interior

18. Tugboat Vista 2 Bedroom Downtown Portsmouth

Tugboat Vista 2 Bedroom Downtown Portsmouth
Downtown
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful apartment in a great location!"
United States
Marshall C.
The price is AED 1,119
AED 1,720 total
includes taxes & fees
27 Oct - 28 Oct
Tugboat Vista 2 Bedroom Downtown Portsmouth
Exterior

19. Ocean view 2 bedrooms with a shared pool. apt7

Ocean view 2 bedrooms with a shared pool. apt7
Hampton Beach
8.4 out of 10, Very good, (35 reviews)
"Great time, super helpful host, perfect location! "
United States
Alexis
The price is AED 184
AED 1,076 total
includes taxes & fees
30 Sep - 1 Oct
Ocean view 2 bedrooms with a shared pool. apt7
TV

20. Low Tide - Heart of Hampton Beach!

Low Tide - Heart of Hampton Beach!
Hampton Beach
9.4 out of 10, Exceptional, (3 reviews)
"Perfect beach getaway!"
United States
Dawn P.
The price is AED 591
AED 2,902 total
includes taxes & fees
29 Sep - 30 Sep
Low Tide - Heart of Hampton Beach!
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 Hotel Reviews

Lamie's Inn and The Old Salt Restaurant

Lamie's Inn and The Old Salt Restaurant

10/10 Excellent
"Beautiful vintage Inn with great breakfast and large rooms"
Gail 1-night trip
Posted less than an hour ago
Lamie's Inn and The Old Salt Restaurant

Frequently asked questions

Are there vacation rentals in Kittery?

Yes, you can find vacation rentals in Kittery near Yummies Candy and Nuts, or you can select a secluded option if you'd like a relaxing place to stay. Discover why Kittery is known for its array of shops and beaches. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best vacation home rentals that Kittery has to offer?

STUNNING BEACHSIDE HOME-WELLS BEACH: 180 DEGREE OCEAN VIEWS: 9-1 to 9-3 open: This vacation home rental near Kittery 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?

Choose from 20 Expedia vacation rentals in Kittery for a memorable vacation.

What can I see and do in Kittery?

Cultural attractions include Kittery Historical and Naval Museum, whereas Yummies Candy and Nuts is just one of the family-friendly sights. Kittery Premium Outlets and Hampton Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Kittery?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Kittery. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family getaway.