Family-friendly vacation rentals in Windham

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Top-rated family-friendly rentals in Windham

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

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Guest favorite

Home in Ipswich

4.88 out of 5 average rating, 101 reviews

Hillside Ocean View 2BR with Private Beach Access

Spacious and fun for families and small groups, you can walk right down to Pavilion Beach within 10 minutes and access to Clark Beach. While it is a small house, there is great space inside. The living area is open an has a nice view outside toward the ocean. The living area is comfy with nice sofas to really relax. Cable and high speed wifi are standard, of course. There is a master bedroom with a side view of the ocean, so you can see a beautiful sunrise from the queen sized bed in the morning. The other bedroom has also has a queen sized bed. Nice kitchen space with lots of cooking equipment needed to entertain or cook, including a lobster pot and a small dishwasher. There is also a windowed-in sitting room which faces the ocean and leads to the balcony where great views and barbecues can be had. You'll have permission to go to Clark Beach, a private beach for Great Neck residents and visitors. It's about a 15 minute walk to Clark or 10 minutes to public Pavilion Beach. Other Notes: For reservations 28 nights and over, the actual usage utility bills will be paid by the guest. A $500 utilities deposit will be taken for long term rentals of 2 months or more. WIFI SPEED TEST MARCH 4 2021; DOWNLOAD 17.4 MBPS UPLOAD 11.3 MBPS

Guest favorite

Condo in Laconia

4.92 out of 5 average rating, 136 reviews

Million Dollar View w/ kitchenette

This incredible property boasts an amazing view of Lake Winnipesaukee & many on-site amenities such as pool & spa! Spacious with 440 sq feet and cathedral ceilings. Unit has a small kitchenette for light meal preparation and place settings for 4 people. Fresh sheets, blankets, pillows & towels are provided. Autumn in New England/View is Spectacular! Bank of NH Meadowbrook Pavilion (4 miles). Outlet shopping, Gunstock Resort (8 miles), art galleries & the unique Mill Falls Marketplace are nearby

Guest favorite

Home in Salisbury

4.9 out of 5 average rating, 129 reviews

NEW 3BR home, incredible views - Beach across St

Enjoy sunrises and sunsets with an expanse of windows that offer breathtaking views of the river and marsh in a new construction, BEAUTIFUL, single family home. Over 2000 Sq Ft wTile & hardwood floors. 1st level has Open living room/kitchen, half bath & 1 bedroom. 2nd Floor has 2 bedrooms, bath, laundry & Large outdoor deck. Beach is a 2 minute walk across the street. 10 minutes to Browns Seafood restaurant, Ice Cream, Groceries & more. 2+ Parking spots. We follow the Advanced Clean Protocol.

Guest favorite

Home in Gilford

4.88 out of 5 average rating, 201 reviews

Fun & Fabulous Getaway

Welcome to our exceptional vacation home, where stunning mountain views meet the serene beauty of Lake Winnipesaukee. Just minutes from Gunstock Mountain Resort, our home offers year-round fun and relaxation Enjoy a spacious interior ideal for socializing and dining. The lower-level family room is perfect for entertainment with a foosball table, air hockey, PlayStation, board games, and a flat-screen TV. Unwind in our hot tub for 8 and take in the beautiful surroundings both in summer and winter

Guest favorite

Home in Gilford

4.87 out of 5 average rating, 202 reviews

Family Home Near the Mountains & Lake

Moderate size home, with three bedrooms (one king, one queen, one full) located in Gunstock Acres. The house is in walking distance near a number of small hiking trails and a short-driving distance to a number of more advanced trails, like Mount Major. The house is located 2.5 miles from Gunstock Mountain Resort with a number of family activities, 8 miles from Weirs Beach in Laconia and 13 miles from Meredith; all with a number of restaurants and fun family activities, including the ice castles.

Superhost

Cottage in Newbury

4.87 out of 5 average rating, 119 reviews

Country Cottage

Charming cottage with 3 bedrooms just a small walk to Sunapee lake. You can enjoy swimming off the dock or explore one of the many harbors on the lake. Mount Sunapee is just around the corner (2 minute drive) and offers many fun activities for the whole family. Including zip lines, mtn biking and much more. Sunapee State beach is also within walking distance or just a short drive away. Offers large sandy beach. This rustic cottage is a perfect place to make memories with family and friends.

Top guest favorite

Home in Wells

4.97 out of 5 average rating, 108 reviews

Family Beach House, Wells Beach, Maine

Family Beach House on the Harbor/River of Wells Beach. House Sleeps 8 adults, plus 3 - 4 children. Full kitchen, 4 bedrooms plus Sleeping Loft, 3 baths, Dining Room, large deck, patio, laundry, outdoor shower, fire pit. Private access back beach. Bring your kayaks, paddle boards, surf boards, or boat. Water behind house at High Tide. Approx. 100 yard walk across Atlantic Ave to beach. Parking for 5 cars Max. Optional in-law apartment available, sleeps 5, for $115 per night/$800 per week

Guest favorite

Home in Kennebunkport

4.86 out of 5 average rating, 175 reviews

Kennebunkport House - Walk to Dock Square!

Guests are sure to enjoy a memorable vacation in this fully furnished, 5 bedroom/5 bath house, which can comfortably sleep up to 12 people. With two kitchens, an open concept dining room with farm style table, and 600+ square foot deck, this house is perfect for families and large groups. Located near the beach and within walking distance to Dock Square, guests can enjoy an afternoon of fun activities and later watch the sunset from the deck or spend time around the fire pit at night.

Guest favorite

Townhouse in Kennebunkport

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

Top guest favorite

Guest suite in Kennebunkport

4.99 out of 5 average rating, 206 reviews

Get back to nature in this new woodsy retreat.

Perfect for "leaf peeping". Beautiful 2nd floor two bedroom apartment with great light, nestled in the woods. Listen to the owls at night and wake to the birds chirping. Comfortably sleeps 5 in two queen beds and a twin XL bunk. Easy access to Goose Rocks Beach as well as Smith Preserve conservation trails for biking, hiking, trail running, snow shoeing and cross-country skiing. Located 6 miles from the center of Kennebunkport and 3 1/2 miles from Cape Porpoise.

Guest favorite

Home in Kennebunk

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 favorite

Home in Westminster

4.94 out of 5 average rating, 127 reviews

Wachusett Mountain Get-Away

This family home is spacious and accommodating for those looking to relax while away from the ski slopes or simply wanting to get away from the city. Situated nearby a plethora of hiking and mountain biking trails, lakes for fishing and paddling, the home is perfect for those craving the great outdoors. The home is 6 min from Wachusett Mountain Ski Resort, 3 min from the Wachusett Brewery, and 1 min from the 1761 Old Mill Restaurant.