Kittery Vacation Rentals

Our Favorite Vacation Rentals in Kittery

  • Surfside Sanctuary
     Country House
    Booking.com
    From
    $843
  • Dog Friendly Secluded Home In Seaside Community
     6br Home/Apartment
    HolidayLettings
    From
    $702
  • Green Edge Of Fabulous Downtown
     2br Home/Apartment
    HolidayLettings
    From
    $690
  • Short walk to Long Sands Beach
    Excellent2br Cottage
    HolidayLettings
    From
    $234
  • Family House on Short Sands at York Beach
    Excellent3br Home/Apartment
    Flipkey
    From
    $624
  • Charming Coastal Maine Cottage
    Excellent2br Home/Apartment
    Airbnb
    From
    $297
  • Charming Waterfront Cottage on Chauncey Creek
    Excellent2br Home/Apartment
    Airbnb
    From
    $367
  • Rye Studio with 4 min walk to Wallis Sands Beach .
    ExcellentHome/Apartment
    Airbnb
    From
    $132

Check prices for these upcoming dates

Kittery Vacation Rentals with a Pool

  • The Driftwood Condo A Rye Beach
    Excellent2br Home/Apartment
    Airbnb
    From
    $355
  • Condo, Pool and Downtown too!
    Excellent2br Home/Apartment
    Airbnb
    From
    $311
  • York Riverfront Private Indoor Pool Near Beaches.
     4br Home/Apartment
    Airbnb
    From
    $483
  • Hidden Meadows Farm & Vineyard Overlook (max 8)
    Excellent2br Home/Apartment
    Airbnb
    From
    $412

Kittery Vacation Rentals with Wi-Fi

  • EcoParadise in Kittery Point Maine
    Excellent2br Home/Apartment
    Airbnb
    From
    $266
  • Turkey Hill........ Gorgeous 5* Retreat in York ME
     4br Home/Apartment
    Airbnb
    From
    $616
  • stone soup chalet maine getaway
    ExcellentChalet
    Airbnb
    From
    $114
  • Maine cottage close to Portsmouth and Kittery
    Excellent2br Cottage
    Airbnb
    From
    $196

Kittery Pet-Friendly Vacation Rentals

  • York River's Private Escape
    ExcellentHome/Apartment
    Airbnb
    From
    $246
  • Eliot Hideaway Lodge near beaches & Portsmouth!
    Excellent2br Home/Apartment
    Airbnb
    From
    $184
  • Furnished Winter Rental available Oct- April ish.
     2br Home/Apartment
    Airbnb
    From
    $283
  • Bright and spacious guest suite in classic home
    Excellent2br Home/Apartment
    Airbnb
    From
    $263

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
93 º42
6
83 º26
4
62 º8
9
56 º10
3
60 º-6
3
75 º6
4
58 º12
4
70 º23
5
89 º36
1
89 º47
3
94 º51
5
95 º55
5
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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 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

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Vacation Rentals in Kittery

Pick the perfect rental for your trip at AllTheRooms.com. We aggregate Airbnb, Priceline, Bed and Breakfast and more. Kittery has 224 hotels, vacation rentals and other unique places to stay, with prices to suit careful travellers, luxury travelers and everything in between. A vacation in Kittery can be budget-friendly - the lowest price rental is available at $50.15 a night. A typical accommodation in Kittery costs on average $278 a night.

If you need internet access during your stay in Kittery, then you can choose from over 125 places to stay that have WiFi internet. 20 of our accommodations come with breakfast in the price. Fitness fanatics can get a workout in during their stay by choosing from 4 accommodations that have gym facilities. If you're planning on arriving in Kittery by car, be sure to choose from 126 accommodations that provide parking. 8 vacation rentals come with a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in one of 29 accommodations that are designated as pet-friendly.

161 of our accommodations in Kittery have been reviewed by previous guests. They rated 82% as great. 52 places to stay in are instantly bookable.

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