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Kittery Vacation Rentals

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Our Favorite Vacation Rentals in Kittery

  • Green Edge Of Fabulous Downtown
    Green Edge Of Fabulous Downtown
     2br Home/Apartment
    HolidayLettingsFrom $703
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  • Expansive ocean view home, very elegant, with room for 20!
    Expansive ocean view home, very elegant, with room for 20!
     8br Home/Apartment
    HolidayLettingsFrom $1501
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  • Oceanview home with a roof terrace and deck, just a short walk to the beach!
    Oceanview home with a roof terrace and deck, just a short walk to the beach!
     5br Home/Apartment
    HolidayLettingsFrom $977
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  • Charming Coastal Maine Cottage
    Charming Coastal Maine Cottage
    Excellent2br Home/Apartment
    AirbnbFrom $336
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  • Elegant Kittery Point Home w/ fireplace, hot tub
    Elegant Kittery Point Home w/ fireplace, hot tub
    Excellent2br Home/Apartment
    AirbnbFrom $358
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  • EcoParadise in Kittery Point Maine
    EcoParadise in Kittery Point Maine
    Excellent2br Home/Apartment
    AirbnbFrom $263
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  • The Driftwood Condo Unit B- Rye Beach/Portsmouth
    The Driftwood Condo Unit B- Rye Beach/Portsmouth
    Excellent2br Home/Apartment
    AirbnbFrom $372
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  • Wentworth by The Sea, Portsmouth and Beaches
    Wentworth by The Sea, Portsmouth and Beaches
    Excellent2br Home/Apartment
    AirbnbFrom $336
    View Deal
See all 209 deals in Kittery

Kittery Vacation Rentals with a Pool

  • The Driftwood Cottage #6
    The Driftwood Cottage #6
    Good1br Home/Apartment
    AirbnbFrom $223
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  • Driftwood Cottage 8 One Bedrm Rye Beach Portsmouth
    Driftwood Cottage 8 One Bedrm Rye Beach Portsmouth
    GoodBedroom
    AirbnbFrom $223
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  • The Driftwood Cabin 3 Studio- Rye Beach/Portsmouth
    The Driftwood Cabin 3 Studio- Rye Beach/Portsmouth
    GoodStudio
    AirbnbFrom $184
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  • Hidden Meadows Farm & Vineyard Waterfall (max 4)
    Hidden Meadows Farm & Vineyard Waterfall (max 4)
    Excellent1br Home/Apartment
    AirbnbFrom $213
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See all deals in Kittery with a pool

Kittery Vacation Rentals with Wi-Fi

  • Downtown Kittery Townhouse Apartment
    Downtown Kittery Townhouse Apartment
    Excellent2br Home/Apartment
    AirbnbFrom $224
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  • Maine cottage close to Portsmouth and Kittery
    Maine cottage close to Portsmouth and Kittery
    Excellent2br Cottage
    AirbnbFrom $197
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  • Kingsbury Cottage
    Kingsbury Cottage
    Excellent1br Home/Apartment
    AirbnbFrom $523
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  • Historic Carriage house minutes from Portsmouth
    Historic Carriage house minutes from Portsmouth
    Excellent1br Home/Apartment
    AirbnbFrom $168
    View Deal
See all deals in Kittery with WiFis

Kittery Pet-Friendly Vacation Rentals

  • Condo, Pool and Downtown too!
    Condo, Pool and Downtown too!
    Excellent2br Home/Apartment
    AirbnbFrom $308
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  • Family Fun.
    Family Fun.
    Excellent4br Other
    AirbnbFrom $945
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  • ⭐West End 1BR | Grill, Backyard, Close to Downtown
    ⭐West End 1BR | Grill, Backyard, Close to Downtown
     1br Home/Apartment
    AirbnbFrom $200
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  • Hidden Meadows Farm & Vineyard Main House (8 max)
    Hidden Meadows Farm & Vineyard Main House (8 max)
    Excellent4br Bedroom
    AirbnbFrom $616
    View Deal
See all deals in Kittery that allow pets

Kittery, Maine Travel Guide

Known as the Gateway to Maine, Kittery is the first town you'll come to in the state, located just over the border of New Hampshire. With a great waterfront location and plenty of shopping opportunities, Kittery has more to offer than just a rest stop for your roadtrip.

Things to Do in Kittery, Maine

Top things to do include taking a ferry boat tour of Portsmouth Harbor and the Piscataqua River out of Kittery or Portsmouth, hiking and exploring history at Fort McClary State Historic Site, swimming at one of three beaches at Fort Foster Park, and shopping at Kittery outlets.

Best Time to Visit Kittery, Maine

The best time of year to visit Kittery for warm-weather activities is from late June to mid-September.

Price and Availability in Kittery

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The most expensive month to stay in a vacation rental in Kittery is in July, while the cheapest month is in January. The most popular time to book a vacation rental in Kittery is in the high season in August. Kittery has its low season in January, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Kittery tends to be Monday, while the most expensive day tends to be Friday. Vacation homes in Kittery tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.

The Weather in Kittery

94º 51º
4.5
95º 55º
4.83
93º 42º
6.19
83º 26º
3.88
62º 8º
8.73
56º 10º
2.74
60º -6º
3.24
75º 6º
3.59
58º 12º
3.58
70º 23º
5.22
89º 36º
1.35
89º 47º
2.86
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Rainy days
This climate histogram shows you the weather patterns in Kittery. The warmest months in Kittery are May and June, when temperatures reach 95 ˚F. The coolest month is January, when temperatures drop to -6 ˚F. The wettest month in Kittery is November with 8.73 inches of rain, while the driest month is May with 1.35 inches of rain.

What Expert Travelers Think

Vacation Rentals in Kittery

At AllTheRooms.com we have rentals from all of the best providers - Airbnb, Priceline, Bed and Breakfast and more. We have 209 vacation rentals, hotels and other accommodation types in Kittery ranging from inexpensive options to luxury places to stay. A trip to Kittery can be budget-friendly - our lowest price rental is available at $10 per night. A typical rental in Kittery costs on average $277 per night.

If you need an internet connection during your stay in Kittery, then you can choose from over 118 accommodations that have WiFi internet. 20 places to stay include a breakfast. Fitness addicts can get a workout in during their stay by choosing from 4 accommodations that have gym facilities. If you are driving to Kittery, you'll want to pick from 119 places to stay that provide parking. We track 8 accommodations that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in any of 27 accommodations that are designated as pet-friendly.

147 of the accommodations in Kittery have been reviewed by previous guests. They rated 78% as excellent or good. You can instantly book any of 53 places to stay right now.

Destinations near Kittery