Kittery Vacation Rentals

Our Favorite Vacation Rentals in Kittery

  • The Cottage at Long Sands
     Country House
    Booking.com
    From
    $200
  • Dog Friendly Secluded Home In Seaside Community
     6br Home/Apartment
    HolidayLettings
    From
    $640
  • Robin Hill, York Beach, ME
     Country House
    Booking.com
    From
    $540
  • Green Edge Of Fabulous Downtown
     2br Home/Apartment
    HolidayLettings
    From
    $678
  • Upscale home with beautiful ocean views - across street from the beach!
     4br Home/Apartment
    HolidayLettings
    From
    $777
  • Ocean view cottage w/ grill-near Long Sands Beach, walk to town!
    Excellent4br Home/Apartment
    HolidayLettings
    From
    $437
  • Expansive ocean view home, very elegant, with room for 20!
     8br Home/Apartment
    HolidayLettings
    From
    $705
  • Charming Coastal Maine Cottage
    Excellent2br Home/Apartment
    Airbnb
    From
    $211

Check prices for these upcoming dates

Kittery Vacation Rentals with a Pool

  • The Driftwood Condo A Rye Beach
    Excellent2br Home/Apartment
    Airbnb
    From
    $299
  • Luxury ocean front, with spetacular view and pool
    Excellent6br Home/Apartment
    Airbnb
    From
    $1,749
  • York Harbor Estate w In-Ground Pool (Seasonal Use)
    Excellent6br Home/Apartment
    Airbnb
    From
    $678

Kittery Vacation Rentals with Wi-Fi

  • Elegant Kittery Point Home w/ fireplace, hot tub
    Excellent2br Home/Apartment
    Airbnb
    From
    $206
  • CHARMING Portsmouth +ME Oceanside Cottage
    Good4br Home/Apartment
    Airbnb
    From
    $723
  • The Solstice Retreat Rye
     Home/Apartment
    Airbnb
    From
    $452
  • EcoParadise in Kittery Point Maine
    Excellent2br Home/Apartment
    Airbnb
    From
    $266

Kittery Pet-Friendly Vacation Rentals

  • Turkey Hill........ Gorgeous 5* Retreat in York ME
    Good4br Home/Apartment
    Airbnb
    From
    $581
  • York Village Art Boutique
    Excellent2br Home/Apartment
    Airbnb
    From
    $161
  • York River's Private Escape
    ExcellentHome/Apartment
    Airbnb
    From
    $237
  • Walk to the Beach!! Quiet Beach House Getaway!!!
    Excellent4br Home/Apartment
    Airbnb
    From
    $283

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

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.

The Weather in Kittery

Rainy days
62°
9
56° 10°
3
60° -6°
3
75°
4
58° 12°
4
70° 23°
5
89° 36°
1
89° 47°
3
94° 51°
5
95° 55°
5
93° 42°
6
83° 26°
4
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Kittery. The hottest month in Kittery is May, when temperatures peak at 95 ˚F. The coolest month is December, when temperatures drop to -6 ˚F. The wettest month in Kittery is February with 8.73 inches of rain, while the driest month is August with 1.35 inches of rain.

What Expert Travelers Think

  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum
  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
  • — I use and I recommend AllTheRooms because it is a complete platform. It helps to save a lot of time, it gives all the main information about price, location, and features. In a few steps, I can easily find the best place to stay according to my criteria.

    My Anasa
    My AnasaMy Anasa

Vacation Rentals in Kittery

At AllTheRooms.com we have accommodations from all of the leading providers - Airbnb, Priceline, Bed and Breakfast and more. We have 239 vacation rentals, hotels and other places to stay in Kittery ranging from budget options to extravagant places to stay. For those wanting to keep costs down, the lowest priced place to stay in Kittery is only $50.15 per night. An average vacation rental in Kittery costs on average $269 per night.

Those looking to get some work finished during their trip to Kittery can choose from 111 places to stay that include WiFi. We have 22 accommodations that come with breakfast included. Fitness fanatics can get a workout in during their stay by choosing from 3 accommodations that have gyms. If you're planning on getting to Kittery by car, be sure to choose from 111 accommodations that provide parking. 8 vacation rentals come with a pool or jacuzzi

AllTheRooms has 18 pet-friendly places to stay in Kittery, so if you're traveling with your cat or dog you won't have any problems.

162 accommodations in Kittery have been reviewed; 81% are rated highly. 55 accommodations allow instant booking.

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