Kid-friendly holiday rentals in Windham

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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

Guest favourite

Cabin

4.83 out of 5 average rating, 719 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

Chalet

4.92 out of 5 average rating, 269 reviews

#1Chalet In The Sky|Ski NConway|ResortMountains

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, 127 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, 167 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

Guest favourite

Home

4.93 out of 5 average rating, 76 reviews

Cross Farm

1910s farmhouse less than a mile from Mt. Abram main lodge, and 6 miles from Bethel and Sunday river. 3 private bedrooms sleep up to 6, with one full bath (with tub) on the first floor and a small half bath on the second floor. First floor laundry room. A back deck off of the kitchen has seating and a gas grill. Large full eat-in kitchen. Access to 80 acres (for walking and biking, but no motorized off-road vehicles are allowed), and approved pets are welcome!

Guest favourite

Cottage

4.95 out of 5 average rating, 197 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

4.91 out of 5 average rating, 34 reviews

Happy Hours, a quaint and fun home with large yard

Your family will be within walking distance to everything when you stay in our home. There is a large grassy yard which has a play set and area for a bonfire. Screened in front porch and outdoor dining area. Entertainment room in the garage with tv, ping pong table and bar. Outdoor cold water shower. This is a kid friendly home with a packnplay, high chair, games and gates for stairs. Portable a/c in all bedrooms. Plenty of on-site parking.

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.

Guest favourite

Apartment

4.92 out of 5 average rating, 129 reviews

Saco Valley Scenic Overlook

What a view... The perfect family getaway, centrally located in North Conway - gateway to the Mt. Washington Valley. Whether you are here to hike or bike the miles of scenic landscape, ski some of the most beautiful trails in the East, or drive along the picturesque Kancamagus Highway; just to name a few of the popular attractions, you will find it all within minutes of this scenic sojourn.