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Kittery Vacation Rentals

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  3. Maine
  4. Kittery

Our Favorite Vacation Rentals in Kittery

  • Wallis Sands Beach Serenity
     Country House
    Booking.com
    From
    $203
  • Dog Friendly Secluded Home In Seaside Community
     6br Home/Apartment
    HolidayLettings
    From
    $640
  • Magnificent Waterfront Estate
     Country House
    Booking.com
    From
    $2,357
  • Green Edge Of Fabulous Downtown
     2br Home/Apartment
    HolidayLettings
    From
    $678
  • The Cottage at Long Sands
     Country House
    Booking.com
    From
    $144
  • Upscale home with beautiful ocean views - across street from the beach!
     4br Home/Apartment
    HolidayLettings
    From
    $623
  • The Castle Rock and Sea Belle
     Country House
    Booking.com
    From
    $401
  • Robin Hill, York Beach, ME
     5br Home/Apartment
    HolidayLettings
    From
    $1,747
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Kittery Vacation Rentals with a Pool

  • Luxury ocean front, with spetacular view and pool
    Excellent6br Home/Apartment
    Airbnb
    From
    $1,918
  • York Harbor Estate w In-Ground Pool (Seasonal Use)
    Excellent6br Home/Apartment
    Airbnb
    From
    $678
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Kittery Vacation Rentals with Wi-Fi

  • Charming Coastal Maine Cottage
    Excellent2br Home/Apartment
    Airbnb
    From
    $182
  • Elegant Kittery Point Home w/ fireplace, hot tub
    Excellent2br Home/Apartment
    Airbnb
    From
    $206
  • Coastal Charm - 12 Mins to Portsmouth-Hot Tub Too
    Excellent4br Home/Apartment
    Airbnb
    From
    $340
  • EcoParadise in Kittery Point Maine
    Excellent2br Home/Apartment
    Airbnb
    From
    $308
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Kittery Pet-Friendly Vacation Rentals

  • York Village Art Boutique
    Excellent2br Home/Apartment
    Airbnb
    From
    $161
  • York River's Private Escape
    ExcellentHome/Apartment
    Airbnb
    From
    $237
  • 5 star Villa with all the accommodations of home
    ExcellentStudio
    Airbnb
    From
    $126
  • Woodland Farms Country Home
    Excellent3br Home/Apartment
    Airbnb
    From
    $187
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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.

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Price and Availability in Kittery

Most expensive
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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 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.
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The Weather in Kittery

Rainy days
59° 3°
3
64° 7°
2
77° 24°
4
86° 36°
2
87° 46°
5
95° 56°
3
91° 49°
4
90° 38°
1
78° 33°
6
71° 15°
2
56° 9°
6
55° -1°
3
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Rainy days

This climate histogram shows you the weather patterns in Kittery. The hottest month in Kittery is June, when temperatures peak at 95 ˚F. The coolest month is December, when temperatures drop to -1 ˚F. The wettest month in Kittery is January with 6.4 inches of rain, while the driest month is April with 0.61 inches of rain.

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What Expert Travelers Think

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