Kid-friendly holiday rentals in Windham

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Windham

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Apartment

4.89 out of 5 average rating, 202 reviews

Discover Dock Square…Surfs Up!

Free onsite parking for 1 car. Beautiful coastal décor and modern amenities makes this a perfect choice for your vacation. Walking distance to EVERYTHING! Dock Square is a 1 minutes walk. Music, Art and Fine Dining surrounds you. Lots of windows and a slider to the deck make this location bright and airy 2 private decks for your enjoyment, two bedrooms, 2 full bathrooms. Perfect for couples or families. Parking for one car in lot, added public park across s NO PARTIES Pets considered

Superhost

Home

4.83 out of 5 average rating, 112 reviews

A Large Vacation Home with hot tub, game room +

My place is close to family-friendly activities, skiing, snowboarding, golf, shopping, hiking, restaurants, night life, shoe shoeing, ice skating, sleigh rides, tubing, Saco River tubing/canoeing, Echo Lake, Gondloa rides to summit, mini golf much more. You’ll love my place because of the quiet neighborhood, comfy beds, the kitchen, the hot tub and fireplaces and the space for large reunions and gatherings . My place is good for couples, business travelers, families (with kids), and big groups.

Superhost

Cabin

4.83 out of 5 average rating, 705 reviews

The Overlook/Cozy 2 bed/Hot Tub/Wood Stove/Firepit

Great location! .5 mile to scenic overlook! Central to all attractions, private yard, fire pit, wood stove, outdoor space, hot tub, new furniture, cozy mattresses & linens. Walk to ice cream & scenic overlook, less than 5 mins to Saco River path, Golf, North Conway Village, Whitaker Woods, scenic train station, coffee shops, shopping, skating, nightlife, restaurants, kayaking, skiing, adventure parks, sleigh rides (discounts available), skiing, story land, hiking, Outlets, snowshoeing, etc.

Guest favourite

Townhouse

4.92 out of 5 average rating, 166 reviews

Family friendly White Mountain getaway

Our home is located in the heart of NH's White Mountain National forest. We're just steps from endless activities including down town North Conway, Story Land, five mountain resorts, hiking, biking, shopping, dinning, canoeing, swimming, and much more. You will enjoy our spacious clean home with room to relax inside or step outside to enjoy a drink on the patio. From inside or out you'll enjoy the relaxing views of the White Mountains. We look forward to hosting your next getaway!

Guest favourite

Chalet

4.92 out of 5 average rating, 262 reviews

#1Chalet In The Sky | N.Conway| SKI WhiteMountains

This beautiful 2-bedroom chalet, designed by the homme team, is the ultimate retreat! Escape to our beautiful White Mountains condo in North Conway! This mountainside condo is perfect for families, friends, or a group of ski enthusiasts. Enjoy breathtaking views, modern amenities, and proximity to North Conway’s best attractions! ⛷️ Attitash Mountain Resort - 10 min drive 🏔️ Cranmore Mountain Resort - 10 min drive ❄️ Wildcat Mountain - 30 min drive See below to learn more!

Guest favourite

Home

4.87 out of 5 average rating, 126 reviews

Hot tub with country setting, close to village.

Must bring Bathing & hot tub towels We will supply everything else. ALL Major 3 day holiday weekends is a min of 3 nights!! Now close to the new Mt Washington Recreation Path. Country setting, quiet, three bedroom home close to village. All major ski resorts are minutes away. Hiking paths as well as TAX FREE OUTLETS. Brand new hot tub and wood stove works, wood is mostly supplied Storyland and Santa's village is also minutes away. Great country feeling in a good location.

Guest favourite

Townhouse

4.94 out of 5 average rating, 165 reviews

Great get away spot,historic home in Kennebunkport

Located 1.8 mi-dock square, 2.6 mi- Colony Beach, .7 mi -Cape Arundel Golf Course. Plenty of onsite parking, beach pass provided for Kbunk Beaches, a large back yard for fun and relaxation. Just on the outside of town in a country setting. Comfortable setting for relaxation. This is a daily reservation from Oct.1st-June. I love to make sure my guests have as much fun as they can while they are visiting and will help out in anyway possible. No dogs of any kind are allowed

Superhost

Cottage

4.86 out of 5 average rating, 168 reviews

Lil cabin big views! Ski, hike, bike!

Sits on the fields edge with amazing mountain views! Cranmore ski mountain can be seen from deck. Short drive to all attractions. Perfect set up for small families, 2 adults 2 kids. Located in a private campground with dirt roads and 5mph speed limits. Short drive to outlets, and all area attractions. 2 small bedrooms upstairs one with a queen bed the other has 2 twin beds. Open floor plan downstairs with a kitchen area, dining table, and living space.

Guest favourite

Cottage

4.95 out of 5 average rating, 192 reviews

#7 Family Cottage Minutes from the Beach

3 night Min. stay 6/1 to Labor Day. The Perfect 2 Bedroom Family Beach Cottage. Just a short walk to the pier and 7 miles of sandy beach, shopping and more. This cottage features a queen master bedroom and bunk beds in the second bedroom. Full size washer dryer and full size bathroom with tub and shower. Take advantage of the essentials stocked kitchen or grill outside on your private, fenced in patio. Heat and AC are included. Pets are welcome.

Superhost

Townhouse

4.84 out of 5 average rating, 103 reviews

Spacious Mountain Getaway-Cranmore,Atitash,Wildcat

Your family will be close to everything when you stay at this spacious, centrally-located place. Great access to Cranmore and Attitash for Skiing, Town of Jackson, North Conway Center. Also quick ride to Wildcat Mountain, and less than 10 minutes to Storyland and 40 minutes to Santa’s Village. Access to Saco River just steps away! Wonderful space for the whole family, multiple areas to spread out. Brand new fire place and game room just added.

Guest favourite

Home

4.95 out of 5 average rating, 151 reviews

Quiet cozy cottage close to restaurants, beach

Winter-wonderland, close to skiing and a walk from great dining. In the summer, enjoy the quiet backyard or walk to the beach! No need to find parking, my place is 3/10 of a mile from downtown Kennebunkport and 7/10 of a mile to Gooch's Beach. You will love my place because of the kitchen, the coziness, and the location. My place is good for couples. It has a tempurpedic king-sized bed and a queen sized pull out bed in the living room.

Guest favourite

Cabin

4.97 out of 5 average rating, 130 reviews

Northern Lights

One of two relaxing refurbished cabins located on Goodwin's basin. You can watch the turtles right from the comforts of the livingroom. Located right off of the Bridge Falls Path, making it convenient for biking or walking to town. Quiet clean beach located on Crescent Lake for you to enjoy with the kids, and access to a boat dock upon booking. Additional Occupancy tax must be paid at or prior to check-in.