Best & Cheap Family Friendly Vacations in Milan, NY

Compare family friendly vacation accommodation, From $40/night

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ACCOMMODATION TYPES

Best & Cheap Family Friendly Vacations in Milan, NY: Top Deals

A "Modern Country Classic", near Rhinebeck & BARD
Guest Suite · 2 Guests · 3 Bedrooms
A "Modern Country Classic", near Rhinebeck & BARD
This Guest Suite is located near Rhinebeck & BARD and is a perfect combination of modern and country style, ideal for 2 people. It is close to popular restaurants like The Red Hook Café, Terrapin Restaurant, Gigi Trattoria, and activities such as hiking trails at the Hudson Valley Rail Trail, horseback riding at Farmstead Stables, kayaking on the Hudson River, golfing at the Dinsmore Golf Course, and skiing at Catamount Ski Area. Pets are not allowed in this suite.
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$300 /night*
Clutter Free Modern Home
Guest Suite · 2 Guests · 3 Bedrooms
Clutter Free Modern Home
This Clutter Free Modern Home is a perfect stay for two, located in the charming town of Pittsfield, Massachusetts. The area offers plenty of activities and places to explore such as Monument Mountain, Chesterwood, Tanglewood Music Center, and Bousquet Ski Area. Nearby restaurants include Lickety Split Cafe, Panchos Mexican Restaurant, and Sabai Thai Cuisine. Nature lovers can explore the nearby trails of Onota Lake Trail, Ashley Reservoir Trail, Williams Street Park, and Canoe Meadows Wildlife Sanctuary.
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$743 /night*
Brick Cottage Retreat-Skiing in Hunter, Catskills, Saugerties Village
Guest Suite · 2 Guests · 3 Bedrooms
Brick Cottage Retreat-Skiing in Hunter, Catskills, Saugerties Village
5.0 (61 reviews)
This Brick Cottage Retreat is located in Hunter, Catskills, Saugerties Village and offers a perfect getaway for two. It is within close proximity to popular attractions such as the Ski Windham ski resort, Kaaterskill Falls, and Overlook Mountain Trailhead. There are also several nearby restaurants including The Dutch Ale House, The Phoenician Taverna, and Peekamoose Restaurant & Tap Room.
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$409 /night*
Rhinebeck Village suite with heated pool
Apartment · 4 Guests · 2 Bedrooms
Rhinebeck Village suite with heated pool
This Apartment is located in Rhinebeck, New York and offers guests a heated pool to enjoy. Nearby popular restaurants include Gigi Trattoria, The Village Tearoom and Bar, and Le Petit Bistro. Popular activities in the area include shopping at the Rhinebeck Farmers Market, hiking trails such as Overlook Trail and Wilderstein Historic Site, and visiting local historical sites like the Beekman Arms Inn and Tavern.
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$348 /night*
Modern Cabin/4-bedroom with Hot Tub in Germantown
Cabin · 11 Guests · 4 Bedrooms
Modern Cabin/4-bedroom with Hot Tub in Germantown
This beautiful modern cabin is located in Germantown, New York and can sleep up to 11 people. It features a hot tub, perfect for relaxing after exploring the nearby attractions such as Clermont State Historic Site, Kaaterskill Falls, and Sam's Point Preserve. There are also plenty of restaurants in the area, including The Black Horse Pub & Restaurant, 20 Main Street Cafe, and Cucina 212. Pets are allowed, making this the ideal destination for families with furry friends.
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$383 /night*
Stunning Light-Filled Contemporary Home on 7 Acres
Hotel · 8 Guests · 4 Bedrooms
Stunning Light-Filled Contemporary Home on 7 Acres
5.0 (2 reviews)
This Stunning Light-Filled Contemporary Home on 7 Acres is situated in the beautiful area of Kent, Connecticut. Located near the Housatonic River and within close proximity to many popular attractions, this hotel offers guests an ideal vacation spot for exploring the surrounding nature. Popular restaurants nearby include The Cookhouse Restaurant, The White Horse Country Pub, and Pies & Pints Pizza. Other activities and trails located nearby are Kent Falls State Park, Mohawk Mountain Ski Area, and Macedonia Brook State Park.
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$939 /night*
Newly Renovated Saugerties Village Home ~Close to shops, restaurants and parks
Guest Suite · 6 Guests · 3 Bedrooms
Newly Renovated Saugerties Village Home ~Close to shops, restaurants and parks
5.0 (10 reviews)
This newly renovated Saugerties Village Home is a great place to stay for up to 6 people. It's close to popular local restaurants such as the Dutch Ale House, the Main Street Bistro & Bakery, and the Diamond Mills Hotel & Tavern, and activities like horseback riding at High Point Equestrian Center, hiking on the Esopus Creek Trail, or kayaking on the Hudson River. Pets are also allowed.
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$359 /night*
Brand New House w gated backyard that is located right at the Saugerties Village
Guest Suite · 7 Guests · 3 Bedrooms
Brand New House w gated backyard that is located right at the Saugerties Village
5.0 (5 reviews)
This Guest Suite is a brand new house with a gated backyard located right in the heart of Saugerties Village. It can sleep up to 7 people and pets are allowed, making it an ideal spot for family vacations or getaways with friends. Nearby popular restaurants include The Dutch Ale House, Main Street Bistro & Bakery, and Savona’s Trattoria. Other activities and trails include the Esopus Creek Conservancy Trailhead and Olana State Historic Site.
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$304 /night*
The Riverview between Kingston and New Paltz
Guest Suite · 2 Guests · 4 Bedrooms
The Riverview between Kingston and New Paltz
5.0 (50 reviews)
This Guest Suite is located in the vibrant area between Kingston and New Paltz, offering breathtaking views of the river. It is an ideal spot for two people to enjoy a peaceful getaway with plenty of nearby activities, restaurants, and trails to explore. Popular restaurants in the area include The Boathouse Restaurant, Main Street Bistro & Bakery, and Ship to Shore. Outdoor activities can be found at Minnewaska State Park Preserve, Mohonk Preserve, and Ashokan Reservoir. Trails perfect for hiking are the Wallkill Valley Rail Trail, Long Path, and Sam's Point Loop Trail.
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$906 /night*
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How Does The Vacation Home Rental Price Look Like in Milan, NY?
Vacation House & Cottage Rental Price Information in Milan, NY
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How Many Rental Accommodations Are Pets Friendly in Milan, NY?
Percentage of Pet Friendly Rental Properties in Milan, NY
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41.35% of vacation homes in Milan are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
What are some family-friendly restaurants in Milan, NY?
Family-Friendly Restaurants in Milan, NY
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Milan, NY offers a range of family-friendly restaurants for visitors and locals alike. From classic Italian eateries to popular chains, there is something for every taste. Keep reading to explore the best family-friendly restaurants in Milan, NY.

  • K&W Family Restaurant: This small diner serves up classic American comfort food with an extensive breakfast menu that will satisfy any appetite.
  • The Corning Tower Cafe: This cafe offers fast casual fare, including salads, wraps, sandwiches, and burgers, all made fresh daily.
  • Josie's Pizza: Families can enjoy a slice of pizza or a calzone at this cozy Italian restaurant. The friendly staff makes it a great place to bring the whole family.
What are some family-friendly activities in Milan, NY?
Family-Friendly Activities in Milan, NY
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Milan, NY has plenty of activities to keep families entertained. From outdoor pursuits like fishing and hiking to indoor fun such as arcades and museums, there's something for everyone. Read on to discover the best family-friendly activities in Milan, NY.

  • Taconic Outdoor Education Center: This center offers educational programs and guided hikes tailored to all ages and abilities.
  • Mockingbird Arcade: This arcade features classic video games, air hockey, and skeeball machines, making it a great spot for kids of all ages.
  • Battenkill River: This river offers excellent trout fishing opportunities for anglers of all levels, so take the family out on an adventure!

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