Kid-friendly holiday rentals in Kittery

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Top-rated family-friendly rentals in Kittery

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Guest favourite

Guest suite in Kittery

4.96 out of 5 average rating, 126 reviews

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.

9–16 Jun

$142 SGD per night

Guest favourite

Guest suite in Kittery Point

4.94 out of 5 average rating, 233 reviews

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

4–11 Apr

$241 SGD per night

Guest favourite

Cottage in Kittery

4.95 out of 5 average rating, 139 reviews

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

$235 SGD per night

Guest favourite

Loft in Barrington

4.96 out of 5 average rating, 490 reviews

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 2 year old daughter and a dog. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

4–11 Sep

$131 SGD per night

Guest favourite

Guest suite in York

4.96 out of 5 average rating, 497 reviews

Ogunquit Tranquil Setting near Perkins Cove

Private entrance with patio. Two night weekends. A nicely appointed suite with a luxury queen bed. 1/2 mile walk to Perkins Cove and 1 mile to Ogunquit Center and Maine's # 1 beach, where you can savor the outstanding restaurants and gift shops. Walk to scenic Perkins Cove and Marginal Way for breathtaking views of the Atlantic. New England's most treasured scenic coastal walk. On site - Acupuncture - Facial rejuvenation - Red-light Therapy - Reiki Master treatments. (additional fee).

26 Feb – 5 Mar

$206 SGD per night

Guest favourite

Guest suite in Kittery

4.97 out of 5 average rating, 231 reviews

Coastal home on the water

A nautical look and feel is what this coastal home away from home offers. A detached from the main house in-law apartment is the perfect get away. Located directly on the water, on an estuary called Spinney Creek, part of the Piscataqua River. Bring your kayak, fishing rod, or sit back enjoy a cold beverage and watch the sunsets by the fire pit. Best water views ever. It is 1.5 miles to downtown Portsmouth, NH and less then 1 mile to the beautiful rejuvenated downtown Kittery.

11–18 Aug

$312 SGD per night

Guest favourite

Flat in Kittery

4.99 out of 5 average rating, 143 reviews

Fresh + Modern Garden Level Kittery Studio

This stylish garden level modern apartment is well located in Kittery and provides local recommendations from the hosts that live in the upper unit. The kitchen is fully stocked with all your cooking and coffee needs, and includes an under-counter fridge, under-counter freezer, and microwave. The house is less than a mile to downtown Kittery and the shipyard gates, and less than two miles to Portsmouth. (All very walkable with sidewalks) Kittery STR License Number: ABNB-23-70

21–28 Jul

$302 SGD per night

Guest favourite

Guest suite in Eliot

4.97 out of 5 average rating, 145 reviews

The Rafters

The Rafters is a finished studio space above our late 1800s barn. It has beautiful light and feels like a getaway as soon as you open the door. With the proximity to Portsmouth, NH and local attractions in Maine, you can escape to the Rafters, but with the ease of being so close to everything. Our neighborhood is beautiful and you can walk down to many spots that overlook the Piscataqua River. Or Uber home from a fun night in Portsmouth!

27 Dec – 3 Jan

$165 SGD per night

Guest favourite

Cottage in Kittery

4.96 out of 5 average rating, 273 reviews

Charming Coastal Maine Cottage

Charming Coastal cottage on private way. Two bedrooms w 1 bath upstairs. Additional pullout futon in separate room downstairs. Sleeps up to 5. Surrounded by Rachel Carson National Wildlife Refuge, walk to Seapoint Beach, beautiful and peaceful. Large screened porch to relax in. Bird watchers paradise. Eclectic restaurants, galleries, museums, local food purveyors, breweries and more all 10-15 minutes away in Kittery/Portsmouth .

15–22 Oct

$359 SGD per night

Guest favourite

Flat in Rye

4.96 out of 5 average rating, 135 reviews

Rye Studio with 4 min walk to Wallis Sands Beach .

We offer a one bath cozy studio-efficiency apartment equipped with a kitchenette. It is only a 4-5 minute walk or a quicker bike ride to beautiful Wallis Sands State Beach. After you enjoy a day at the beach, come back and relax with a cold drink on your circular patio and gaze out over a sea of ferns in the state forest at the rear of our property. You can cook out on your grill or take a short drive to downtown Portsmouth.

10–17 Jun

$159 SGD per night

Guest favourite

Guest suite in Kittery

4.9 out of 5 average rating, 744 reviews

Seacoast Oasis (NH & ME)

The perfect gateway to the NH and ME Seacoast! We are located a few minutes from the highway, ten minutes from the beach and 60 minutes from Logan Airport. Break up your drive to Baxter State Park, or Acadia. Visit nearby Portsmouth, NH (10 min.), Mt. Aggie (10 min) or the Kittery Outlets (5 min.) We are minutes from everything, and yet in a tranquil, wooded setting!

22–29 Jul

$151 SGD per night

Guest favourite

Flat in Kittery

4.94 out of 5 average rating, 178 reviews

Private Studio Apartment, Water Views & Walkable

Extra large private suite on 2nd floor with your own balcony and fabulous view of the Piscataqua River, Portsmouth spires and Memorial Bridge. Watch it from your window and then walk to all the best destinations! Many recent updates make this suite better than ever, with more amenities and full privacy. Free driveway parking for one car is reserved for you.

10–17 Mar

$190 SGD per night