Pet-friendly holiday rentals in Wakefield

4.91 out of 5 average rating, 144 reviews

A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.

Home in Rye

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

4.94 out of 5 average rating, 386 reviews

The exterior of a historic three-story building is visible, featuring a red brick façade adorned with lush green planters and vibrant flowers. Large windows allow natural light to enter. A welcoming entryway with a green door and potted plants enhances the inviting ambiance.

Loft in Yonkers

Blacksmith Bldg Guesthouse Upscale in downtown.

The Blacksmith Building built 1891, Upscale guesthouse since 2015. Enjoy peaceful evenings on this street, second-floor walk-up in the heart of downtown Yonkers. 100 meters away from the Metro North - Hudson River line. Just 30 minutes south to NYC or head north to explore the Hudson River towns, and majestic Hudson Valley. Entire 1000 sq. ft. live/work loft w/ 1 bedroom, 1 bath, sunroom and high-end kitchen. 1 queen + 2 twin beds. Walk to all, including renowned restaurants, museums, & river.

4.99 out of 5 average rating, 113 reviews

A modern kitchen is equipped with stainless steel appliances and granite countertops. Upper cabinets with illuminated displays complement the warm-toned backsplash. A vase filled with fresh flowers enhances the countertop space, while the polished wood flooring stretches across the area.

Home in Mamaroneck

Entire 4BR House, Walk to Train! Yard + Parking

Enjoy the 4BR/2BA house to yourself in one of Westchester’s most family-friendly communities, <40 min from NYC. Ideal for families (dog friendly, 1 per stay), relocations and longer stays, with a fenced yard, parking, fast Wi-Fi, washer/dryer and kid essentials (a crib, bassinet & more). Walk to Metro-North (13 min), stores, restaurants and Mamaroneck Ave. Kids will love the fenced yard and Florence Park down the block, with a playground, basketball and tennis. Need a longer stay? Ask us!

4.86 out of 5 average rating, 383 reviews

A spacious living area features a blue sectional sofa adorned with orange cushions. Two floral-patterned ottomans provide additional seating, complemented by a wooden coffee table. Wall art hangs above the sofa, and soft lighting from recessed fixtures illuminates the tiled floor.

Guest house in Yonkers

Cozy 2 Bedroom in Yonkers NY

Mi casa es tu casa! Kick back and relax in this calm, stylish private guest suite apartment. 20 minutes from NYC. 10 minutes walk to Metro North. Close to shops and restaurants 10 min walk to Saint Vincent college. Free parking access. 30 to Johnn f Kennedy and 20 to LaGuardia. Includes spacious backyard, perfect to enjoy with friends and family. Early luggage drop off available per request. NO SMOKING INSIDE THE APARTMENT. ONLY CIGARETTE SMOKING IS ALLOW IN THE PATIO AREA

4.99 out of 5 average rating, 112 reviews

Sweet & Cozy Home | Free parking

Public transportation just minutes away—bus steps from the home and train very close. Sweet & Cozy Home only 30 minutes from Manhattan. Welcome to your home away from home in Yonkers, NY. This two-floor apartment is perfect for families or groups, offering three comfortable bedrooms, a fully equipped kitchen, a cozy living room with Smart TV, and a private porch for morning coffee or evening relaxation. Easy commute to Manhattan, Bronx Zoo, Yankee Stadium, and other NYC attractions.

Superhost

A sleek orange sofa with a tufted design is positioned in a cozy living area. A round woven coffee table with dark tabletop complements the seating. A contemporary lamp stands beside the sofa, and a piece of abstract artwork adorns the wall above.

4.78 out of 5 average rating, 120 reviews

Nate and Julia's Organic Vinyl Hideaway

Private entrance to cozy living room/kitchenette with a bedroom & bathroom. Gorgeous sunrise-over-Sawmill-Valley views out the window and from private garden coffee table. Only organic products for cleaning, laundry and toiletries. Organic kale, herbs, tomatoes from our garden when in season. Curated selection of vinyl records. 625-thread count Egyptian cotton sheets and Turkish towels. FIOS internet. 15 min. to Manhattan, 30 Min. to Midtown. 1 mile to Glenwood MetroNorth Station.

4.92 out of 5 average rating, 173 reviews

Spacious 3BR • Sleeps 12 • Near NYC Train + Parkin

Welcome to our charming 3-bedroom apartment nestled in the heart of Yonkers, NY! This cozy haven boasts modern amenities and a serene ambiance, providing the perfect blend of comfort and convenience. Escape the hustle and bustle of the city while still being within easy reach. Experience the best of both worlds by residing in our suburban oasis with the exhilarating NYC just a stone's throw away. Book your stay today and make unforgettable memories in our home away from home!

Guest suite in Washington Heights

A cozy bedroom features an antique brass bed with soft bedding adjacent to a wall of bookshelves filled with various literature. A decorative mirror reflects the room's warm light, while a vintage-style fireplace complements the eclectic decor. A colorful area rug enriches the floor space.

Elegant Uptown Historic District Garden Suite

Your pied-à-terre on Sugar Hill in the Jumel Terrace Historic District. Formerly a rare bookshop, the garden suite resounds with Harlem Heights' history from the Founding Fathers thru the Founding Brothers to our vibrant now. Think privacy, quiet, autonomy and a garden in bloom. Short walk, one subway stop, to NY/Columbia-Presbyterian. This is a two family house. Fully compliant with NYC short term rental laws. Hosts discretely present during your stay.

4.94 out of 5 average rating, 170 reviews

The living area features a sectional sofa and a coffee table, arranged on a neutral-toned rug. A dining table with four stools is set near the kitchen, which includes modern appliances and ample cabinetry. Soft lighting highlights the open floor plan.

4.79 out of 5 average rating, 183 reviews

Cozy 1Br Garden Apt w/ Private Backyard

Nice and Cozy lower level basement apartment centrally located in Yonkers in close proximity to NYC. Apartment offers a full size kitchen, a bedroom with a Queen bed for 2 and a Pull out sofa for 1 additional guest. The unit has a private entrance on the lower level of a private home along with a backyard exclusively for this unit only. Plenty of street parking in the area 30 min drive to NYC (Grand Central) Plenty of bars restaurants and malls in the area

4.96 out of 5 average rating, 107 reviews

A charming house is framed by a well-maintained lawn and a variety of colorful flower beds. The entrance is highlighted by a set of stone steps leading to a welcoming door, flanked by large windows that invite natural light.

Home in Hackensack

2026 World Cup! Beautiful Colonial Near MetLife

• Only 6 miles and 10 minutes to MetLife Stadium — 2026 FIFA World Cup venue! • Ten miles from the heart of NYC • Six miles to American Dream Mall • 45 minutes to Hudson Valley, Angry Orchard, and City Winery • 45 minutes to the Poconos, the NJ Shore, and Woodbury Commons • 90 minutes to the Hamptons • Endless dining options within walking distance • Whole Foods, ShopRite, Aldi, and Target all within one mile • Every major retailer within five miles

Superhost

A bright, open dining area featuring a circular table surrounded by four gray chairs. The modern kitchen, visible in the background, includes stainless steel appliances and dark cabinetry. Natural light enters through multiple windows, enhancing the airy feel of the space.

Flat in Fort Lee

Gorgeous, 2 Bedroom walking distance to GWB!

Stunning two-bedroom apartment situated just across the river, 5 minutes, from New York City in Fort Lee, New Jersey. This centrally located gem is surrounded by an array of restaurants, shops, museums, and parks. Offering pristine and contemporary accommodations, it's sure to delight even the most discerning travelers. Tucked away in a secure and tranquil neighborhood, this haven provides easy access to the vibrant energy of NYC.

4.91 out of 5 average rating, 198 reviews