Family-friendly holiday rentals in Port Chester

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Port Chester

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

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Guest favourite

Home in Milford

4.94 out of 5 average rating, 136 reviews

#2 Milford Beach (across street) Charles Isle 2BR

Welcome to your perfect Milford beachfront escape! This beautifully furnished 2-bedroom, 1-bath 2nd floor unit sits directly across from the beach, with beautiful water views. Just 100 yards from Silver Sands State Park, you’ll have easy access to its beaches, nature trails, and famous boardwalk. This unit offers beach gear, private yard for sunset dining, and proximity to Milford’s lively downtown. Whether here for a romantic getaway or family retreat, this spot offers relaxation or adventure!

Guest favourite

Home in West Caldwell

4.92 out of 5 average rating, 111 reviews

Carriage House -private historic estate-“best NJ”

Escape to an enchanting retreat appx 20 miles from New York City! Nestled in the heart of suburban New Jersey, this cozy 3-bedroom carriage house offers a unique blend of vintage charm and modern comfort on a historic estate.Conde Nast Traveler hailed as one of the "Best Airbnbs in New Jersey." Ideal for any occasion, this American gem is perfect for relocation, working remote, family vacations, business travelers, or as a base for visiting family/local weddings or visiting NYC. Don’t miss out!

Guest favourite

Flat in Valley Stream

4.89 out of 5 average rating, 319 reviews

Cozy Suite 5 min walk to train/15 min JFK+parking

Gorgeous Fully furnished/quipped and freshly remodeled 1bedroom + living room apartment, at only a 4 minutes walk to Long Island Rail Road (30 min ride to NYC) The apt comes with a fully equipped kitchen, a full bath, 1 cable TV, 2 AC's (from June to Sept) & WI-FI. Guests are provided with dish soap, sponge, shower gel, shampoo, towels, sheets, blankets, silverware pots,pans and kitchen utensils. The open space will allow you to socialize cooking/having dinner without missing any action :))

Superhost

Guest house in Milford

4.92 out of 5 average rating, 204 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

Enjoy our freshly renovated 2-bedroom apartment with a private entrance, kitchen, and in-unit washer/dryer all just a stone's throw from the beach. At Silver Sands State Park, take in views of Charles Island, accessible via a sandbar at low tide. Explore scenic bike trails or stroll the picturesque boardwalk. Perfect for families and group get togethers. Beach amenities are provided, including kayaks, and enjoy a private backyard where you can fire up the BBQ and fire pit. No pets, please.

Guest favourite

Home in Greenwood Lake

4.92 out of 5 average rating, 131 reviews

Casa del Lago, Boating, Hiking & Grilling!

Welcome to GWL! This 109 year old Arts & Crafts home is charming with high ceilings & beams, trim moldings, porch and original hardwood floors. There is plenty of outdoor space including back yard, a deck, patio & lake deck. Plenty of nooks for you to relax, grill, sip wine from the enclosed porch or watch TV. House faces the lake but you must cross a low traffic street for lake / dock access. Plenty of parking driveway & lakefront. Short walk to the Village, close to all! PERMIT #18-07697

Guest favourite

Flat in Clinton Hill

4.98 out of 5 average rating, 113 reviews

Family brownstone with backyard

Located in Clinton Hill, a historic Brooklyn neighborhood, with lots of wonderful restaurants, cafes, and markets, our home is a quintessential brownstone. It was built in 1860 and freshly renovated in a way that preserved all of its old charm. The space available is the master bedroom with an en suite bathroom in the owners duplex. The apartment is loved by parents and kids all over the neighborhood, especially the backyard. The subway is just a block away. Discounts for monthly rentals.

Guest favourite

Cabin in Greenwood Lake

4.96 out of 5 average rating, 418 reviews

"Cabinessence" on Greenwood Lake, 60 mi from NYC

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

Guest favourite

Flat in Downtown Jersey City

4.97 out of 5 average rating, 202 reviews

Large studio w/workspace & garden-2 stops to NYC

*Airbnb registered with the City of Jersey City *Construction taking place nextdoor - could be loud during day *Large ground floor spacious studio with private entrance & large garden *Sparkling clean, fresh sheets & towels *2 stops to Manhattan, Take the Grove Street Path [5 min walk] *Walk Score 97 - close to parks, restaurants, bars, & supermarkets *Families w/children welcome! Pack'n'Play available *Perfect for working from home - Gigabit Verizon Fios internet, desk and 27" HD Monitor

Guest favourite

Home in Cold Spring

4.94 out of 5 average rating, 164 reviews

Cozy, Modern Retreat in the Woods of Cold Spring

Newly renovated with modern style and amenities yet retaining all of its rustic warmth and charm, our home is perfect for your next get away. Outdoors, enjoy the salt water pool, patio, grill and fire pit in our secluded setting. Indoors we offer a sauna, steam shower, central heat and air, a woodburning fire place, ping pong table, washer and dryer, and a fully loaded kitchen. Located 7 minutes drive from charming Cold Spring and just across the river from West Point.

Guest favourite

Home in Cornwall-on-Hudson

4.96 out of 5 average rating, 118 reviews

Charming Hudson Valley Home: Minutes to West Point

Located in the Lower Village of Cornwall on Hudson, 5 miles from West Point, 4 miles from Storm King Arts Center and minutes from amazing hiking trails. This charming house offers everything you need for a relaxing getaway. Spacious deck makes it the perfect spot for a relaxing evening outside. The beautiful Hudson Valley and this charming house can't wait to welcome you! **Home does not have a washer/dryer available

Guest favourite

Farm stay in Goshen

4.87 out of 5 average rating, 338 reviews

Bright Farm House- Tranquil setting

Secluded 3-bedroom newly renovated late 1800 Farm house on a 50 acre working farm nestled in the Hudson Valley. Only 60 miles from NYC and close to everything the Hudson Valley has to offer. Many farms with seasonal apple picking and pumpkin picking ,West point , Woodbury Commons Premium outlets ,Resorts Casino. Tons of great local breweries ,Hudson Valley Wine Trail .. LegoLand Theme park is just 5 minutes away

Guest favourite

Guest house in Southport

4.96 out of 5 average rating, 189 reviews

Southport, CT across from BEACH

Located at Southport beach on Westport Line, this renovated 1 bedroom apartment totally private located above the garage and includes a full kitchen with new appliance and d/w and central air. Bdrm with queen, fine cotton sheets and towels, marble bath open living room w views.