Holiday rentals in Kittery

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Top-rated holiday rentals in Kittery

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest suite in Kittery
Seacoast Suite
Welcome to our traditional Maine Gambrel where you will have a private entrance, bedroom, bathroom and sitting area. The 250 sq ft suite has a queen bed, tv, cable, Wi-Fi, hot drinks, fridge, microwave, and private space. We are located just over an hour from Boston MA or Portland ME. Just 5 min to Kittery shopping outlets, half mile to a boat launch and 5-15 min drive to a number of Maine beaches. We are located in a quiet residential neighborhood. There's a cat that lives in private portion of home.
28 May – 4 Jun
$106 SGD per night
4.96 out of 5 average rating, 126 reviews
Guest favourite
Guest suite in Kittery Point
Hot Tub & Spa-Like! Pamper Yourself This Spring!
Seaside Romance just 10-minutes from charming Portsmouth! Enjoy the crystal-clean hot tub outside on your private patio. Feet-up pampering and special gifts throughout this adorable Maine coastal getaway. Drive into Portsmouth, or stay-in and pamper yourselves. Walk to the Kittery Point town wharf; catch views of the lighthouse, spectacular sunsets, historical sites, Bistro 1838, 5-minute drive to the beach, world-class restaurants in Kittery or Portsmouth, 10-min to the famous Kittery Outlets
13–20 Feb
$200 SGD per night
4.94 out of 5 average rating, 227 reviews
Guest favourite
Cottage in Kittery
Cozy Maine Cottage by the Sea
Cozy one bedroom beach cottage for rent in picturesque Kittery Point, ME. The cottage is located in a quiet coastal community over looking Chauncey Creek, but is just minutes to all the seacoast has to offer. Short drive to many area beaches (Hampton, NH; York, Ogunquit, Wells, ME). Better yet, walk to Kittery's own quiet Seapoint Beach, paddle at the bottom of the hill in the two kayaks provided or just relax on the peaceful deck with a book, a beverage and the gas fire pit for ambience...
27 Oct – 3 Nov
$197 SGD per night
4.95 out of 5 average rating, 139 reviews

Popular amenities for Kittery holiday rentals

Stay near Kittery's top sights

Kittery Premium Outlets40 locals recommend
Seacoast Science Center42 locals recommend
Prescott Park67 locals recommend
Strawbery Banke Museum111 locals recommend
Kittery Trading Post60 locals recommend
The Friendly Toast37 locals recommend

Other great holiday rentals in Kittery

Guest favourite
Barn in Eliot
Shilo Barn Retreat- Hot Tub, Yoga & Goats!
30 Jun – 7 Jul
$298 SGD per night
4.99 out of 5 average rating, 322 reviews
Guest favourite
Guest suite in Eliot
Eliot Hideaway Lodge - Southern Maine Relaxation
19–26 Dec
$235 SGD per night
4.97 out of 5 average rating, 298 reviews
Guest favourite
Apartment in Kittery
Fast Wi-Fi, Beaches, Portsmouth, Walk to shops
25 Dec – 1 Jan
$333 SGD per night
4.96 out of 5 average rating, 103 reviews
Guest favourite
Guest suite in Kittery Point
Harbor Views
30 Jul – 6 Aug
$246 SGD per night
4.86 out of 5 average rating, 258 reviews
Guest favourite
Home in Rye
*Beachfront* Vintage Coastal Cottage - Relaxation
23–30 Jan
$262 SGD per night
4.99 out of 5 average rating, 215 reviews
Guest favourite
Guest house in York
Stone Cove Cottage
3–10 Jun
$402 SGD per night
4.92 out of 5 average rating, 412 reviews
Guest favourite
Home in Kittery
Kittery Point Jewel
14–21 Sep
$963 SGD per night
4.89 out of 5 average rating, 140 reviews
Guest favourite
Flat in Kittery
Relaxing & Clean - Maine Seacoast
21–28 Apr
$195 SGD per night
4.92 out of 5 average rating, 49 reviews
Guest favourite
Cottage in Kittery
Charming 1860s era cottage with modern touches
24 Sep – 1 Oct
$228 SGD per night
4.96 out of 5 average rating, 27 reviews
Guest favourite
Home in Kittery Point
A water view slice of heaven at Pepperrell Cove
12–19 May
$752 SGD per night
5.0 out of 5 average rating, 62 reviews
Guest favourite
Flat in Kittery
Rocky Coast of Maine Studio
13–20 Oct
$192 SGD per night
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Kittery
Newly renovated cottage
4–11 Dec
$377 SGD per night
5.0 out of 5 average rating, 10 reviews

Quick stats about holiday rentals in Kittery

Total rentals

410 properties

Rentals with dedicated workspaces

180 properties have a dedicated workspace

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

90 properties allow pets

Family-friendly rentals

230 properties are a good fit for families

Total number of reviews

25K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. York County
  5. Kittery