
Family-friendly holiday rentals in Mount Pleasant
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Mount Pleasant
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Spacious, private retreat 45 mins to NYC
Private, spacious, woodland views, perfect writer's retreat, romantic getaway, or space to chill! Ground-floor apartment in single-family home on 5 acres, 45 mins from NYC. 900 sq. feet of space. Full kitchen, 1 large bedroom, king-size bed & fun bunkbed. Premium bedding, fresh towels, toiletries. Simple, healthy breakfast, coffee, tea, fruit, drinks and snacks provided. 2 miles to Mt Kisco Metro North Station. EV charger. Walk to local nature reserves. 5 mins drive to restaurants and shops.

Ranch in the Woods | A Peaceful Designer Retreat
Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

Lower Hudson Valley Idyllic Retreat
Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.

Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train
This cozy apartment is on the lower level of a house, a 5 minute walk to town and the Harlem Line, Metro North Train stop. A separate entrance to the apt offers complete privacy. This gorgeous space has a fully equipped kitchen, bathroom, comfy twin beds . Located in the adorable town of Mt. Kisco, allowing you to take strolls to access restaurants, boutique shops, library, park and bars. It has the feel of a country retreat, a quaint town, and it's an easy commute to White Plains or NYC.

Magic Red Barn with Heated Salt Pool (opened now)
Escape to magic, just one hour from NYC. No car really necessary. Immerse yourself in nature’s wonderland: wildflowers blooming in June, scenic trails, and vibrant local farmers’ markets. Unwind in a heated saltwater pool and cedar hot tub. Sleep in a stunning renovated loft — 1,000 sq ft of luxury in a private barn. Ideal for family or friends: 1 king, 2 queens, and a toddler bed. Full kitchen with oven, microwave, and half fridge. Fiber optic Wi-Fi. Privacy guaranteed: no other guests.

Hudson River Peaceful Getaway, Explore from here
Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $19 cleaning with or without pets.

The Cottage on Babbling Brook
A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

A Lovely Cottage in the Woods (Pool Open May 8!)
Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

The Treecastle at the Roundhouse Homestead
The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

Stylish Tarrytown Studio | Walk to Train & Main St
Modern designer studio 1 block from Main St, 8-min walk to Metro-North (35 mins to NYC). Private entrance, fast Wi-Fi, full kitchen, Queen bed + King sofa bed. Small front yard for a breath of fresh air. Walk to restaurants, cafes, and Hudson River parks. Ideal for couples, solo travelers, and remote workers. Explore charming Tarrytown, Sleepy Hollow, Rockefeller trails, and the Hudson Valley. A stylish, comfortable base for your next getaway!

NY Rustic Cottage Getaway
Just 50 min North of NYC (Metro North 5 min away) great for artists, writers, yogi's and creative types or people just wanting to get away from the hustle and bustle, city amenities near by. (Photo Shoots, Seminars, Workshops welcome-Call For different Rates) Tag & Follow Nina’s Cottage on Insta! @ninas_airbnb
Popular amenities for Mount Pleasant family-friendly rentals
Family-friendly home rentals with a hot tub

Coastal Villa Suite pool•sauna•gym•theater•beach

Forest Spa Retreat on Cascading Brook • 90 Min NYC

Foxglove Farm

midcentury mod * POOL * walk out trail 2 mohonk

Catskills Cabin, Hot Tub, Wood Stove, King Bed

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

Lakefront living! <1 hr from World Cup NY/NJ venue

Tuxedo Hilltop Retreat with a Large Hot Tub
Family- and pet-friendly home rentals

Dave's Milk Barn

Creekside cottage on 65 acres of land

Top Side

Cozy Cottage by the pond

Woven Winds Retreat

Private cottage in horse country &1 hour from NYC!

Waterfront Lake House

Modern Country Cottage by Bear Mountain
Family-friendly home rentals with a pool

2 Bed Apt | Quick Access to NYC

Entire Home (private pool), Event Friendly

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Private Country Getaway

Pool open 5/22! Huge eclectic space. 1.5hr to city

Port Jefferson Convenient, Cozy and Chic!

The Pond Mill Retreat w/ 2 Bdrms & Pool

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!
When is the best time to visit Mount Pleasant?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $410 SGD | $381 SGD | $405 SGD | $401 SGD | $336 SGD | $349 SGD | $405 SGD | $438 SGD | $418 SGD | $401 SGD | $406 SGD | $424 SGD |
| Avg. temp | 1°C | 2°C | 6°C | 12°C | 18°C | 23°C | 26°C | 25°C | 22°C | 15°C | 10°C | 4°C |
Quick stats about holiday rentals that are family-friendly in Mount Pleasant

Total holiday rentals
Explore 40 holiday rentals in Mount Pleasant

Nightly prices starting at
Mount Pleasant holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 1,910 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Mount Pleasant holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Mount Pleasant rentals

4.9 Average rating
Mount Pleasant stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Westchester County
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- Family-friendly rentals United States
- Times Square
- Madison Square Garden
- New York City Center
- New York University
- Central Park Zoo
- Columbia University
- MetLife Stadium
- Yale University
- Mountain Creek Resort
- Yankee Stadium
- United Nations Headquarters
- Jones Beach
- Rockefeller Center
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bryant Park
- Statue of Liberty
- Radio City Music Hall
- USTA Billie Jean King National Tennis Center
- Thunder Ridge Ski Area
- Astoria Park
- The Metropolitan Museum of Art
- Fairfield Beach





