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

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.

Spacious 3b/3b Mediterranean in White Plains
Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

Modern & Bright 2-Bedroom in a 1905 Victorian
Enjoy a stylish experience at this centrally-located place. Located in a prominent Monastery Heights area of Yonkers. Recently renovated Victorian gives you the character and charm of the older days with the style and modern amenities of today. ● CDC Cleaning Checklist ● Coffee, Creamer, Filtered Water ● Luxury Appliances ● Netflix, Hulu & Disney+ included ● Fast Wi-Fi ● Desk ● Pack ‘N Play ● Self Check-In ● Private Parking ● 1 King Bed, 1 Double Bed ● Luxurious Bedding ● Gourmet Kitchen

Backyard Gazebo in Quiet NYC Suburban Stay
Welcome to our private split-level home with a fenced-in backyard! Enjoy this entire single-family home and never walk more than 8 steps between levels! This is a year-round perfect spot - enjoy the outdoor patio and indoor electric fireplace during your short term or midterm stay. We are located in Westchester County, just outside NYC. The house is 1.5 mi from 3 Metro-North stops and a 30-minute ride to Manhattan. Send us a message and we will let you know how far it is to your event.

Modern Apartment with Jacuzzi
Beautiful remodeled apartment with a private entrance perfect for couples and small groups. It is only 30 minutes from Grand Central Station on the Metro-North. Close to major highways (Bronx River Pkwy, Major Deegan, Saw Mill Pkwy). The Cross County mall and Ridge Hill shopping center are less than 10 minutes away as well as great restaurants/bars located within a 5 mile radius. The apartment includes a microwave, washer/dryer, jacuzzi, coffee maker, TV, Wi-Fi and more.

Spectacular Lake Views from Every Room & Garden
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Step into a peaceful, well-appointed home nestled on 14 acres of ancient trees, stone walls, and meadows in Pound Ridge, NY. This light-filled guesthouse is designed for relaxation, with a heated saltwater pool available in summer, sunbathing under a majestic maple tree, and evening stargazing by the outdoor fire pit, or unwind in the pool side sauna.. Perfect for families, small groups, or couples seeking a peaceful nature retreat.

Near Empire Casino Cross County Mall Yonkers
This is a private one-bedroom apartment perfect for a comfortable stay. The unit features a cozy bedroom and a pull-out sofa in the living room, allowing the space to accommodate up to four guests. Enjoy the privacy of your own apartment while being just minutes from New York City, with easy access to transportation, dining, and local attractions. Parking: Street parking is available. Please do not park in the driveway.

Woven Winds Retreat
Looking to escape the city for some much-needed rest and relaxation? Come and enjoy our spacious apartment, featuring two bedrooms, one bathroom, a fully equipped kitchen, and a large living and dining area. Want to spend time outdoors? Step outside to our sizable backyard with an enclosed pavilion with lounging furniture. An added bonus: we're only 10 minutes away from Orchard Beach!

Conefrey's.
Spacious, bright, comfortable, 1 bedroom apartment. Walking distance to all public transport, 10 minutes walk to Cross County Shopping Center. Only 20 minutes from Grand Central station and only 7 minutes from Sarah Lawrence College. Quite neighborhood, close to all amenities including McLean Avenue.

Cozy and beautiful garden apartment
Keep it simple at this peaceful and centrally-located place. Beautiful and cozy ground level apartment with private entrance in a quiet and secure neighborhood just a few minutes from the Empire Casino, Cross County mall, Lawrence hospital and many diners and restaurants.

Newly Renovated Modern & Cozy Private Apartment
Modern newly renovated ground floor studio apartment. Quiet, cozy & lots of natural light. Plenty of street parking. 25 mins to midtown Manhattan. 2 min walk to bus to NYC. Train and subway close by. Walking distance to vibrant McLean Ave bars & restaurants.
Popular amenities for Wakefield family-friendly rentals
Family-friendly home rentals with a hot tub

The Best Lake House! *Ask About Boat Use Promo*

Lakefront with it all:Beach, Gameroom, Hottub, Bar

Chateau Renee: Designer Lake House Hot Tub & Views

Luxury Historic Loft | Exposed Brick High Ceilings

Bedford Paradise Getaway | Hot Tub | Town Center

NEW MOON & SPA near JFK | UBS

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

Luxury Living in Stylish BK Gem
Family- and pet-friendly home rentals

Elegant 2BR Apt. near the George Washington Bridge

Incredible Beach House -Spectacular Ocean View!

Modern 3 Bd Spacious Apartment in PRIME Location

Bright & Modern Victorian in NY Suburbs

Historic Village Carriage House Walk to Downtown

Bright Stylish Chic 4BR 4BA Home

Cabinessence -on Greenwood Lake, NY #34370

Charming 3BR Townhouse | Quiet Stay, Close to NYC
Family-friendly home rentals with a pool

Luxury 1 Bed | World Cup Homebase

Quaint Converted Barn

2 Bed Apt | Quick Access to NYC

Private Murphy Bed Style Studio

E and T Getaway LLC

Cozy apartment near NYC 15 min

New York City Masterpiece

A Lovely Cottage in the Woods (Pool Open May 1!)
When is the best time to visit Wakefield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £130 | £119 | £118 | £128 | £135 | £137 | £145 | £149 | £143 | £148 | £143 | £161 |
| 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 Wakefield

Total holiday rentals
Explore 40 holiday rentals in Wakefield

Nightly prices starting at
Wakefield holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 1,390 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Wakefield holiday rentals include wifi access

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

4.7 Average rating
Wakefield stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Times Square
- Madison Square Garden
- New York City Center
- New York University
- Central Park Zoo
- Columbia University
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Bronx Zoo
- Asbury Park Beach
- United Nations Headquarters
- Jones Beach
- Rockefeller Center
- Citi Field
- Empire State Building
- Brooklyn Bridge
- Grand Central Terminal
- Bryant Park
- Statue of Liberty
- Radio City Music Hall
- USTA Billie Jean King National Tennis Center
- Thunder Ridge Ski Area
- The Metropolitan Museum of Art




