Vacation rentals in Bedford

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Bedford

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

The spacious living area features large glass walls that provide serene views of the surrounding forest. A modern white sofa complements a wooden ceiling, while a quirky red chair adds a pop of color. Natural light floods the room, enhancing the warm wood tones throughout.

Home in Rye

4.9 out of 5 average rating, 112 reviews

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!

Top guest favorite

A spacious wooden deck is presented, surrounded by wooden railings. French doors lead into the cottage. Natural light fills the area, enhanced by the surrounding trees. The surface of the deck shows a natural wood finish, indicating a well-maintained outdoor space.

Cottage in Bedford

5 out of 5 average rating, 85 reviews

Clover Cottage

Our beautiful cozy cottage has lots of character and charm: stone foundation, old stone fireplace, cedar shingle roof and large eat-in kitchen. Large living room with french doors opening to a sizable deck. Upstairs is a bedroom with a king bed and bathroom. The best feature of the cottage is the location: we are right in Bedford Village - guests can walk to restaurants, shops, the Bedford Playhouse, the library and post office. Located 10 minutes from Metro-north and a 1-hr drive from NYC.

Top guest favorite

A colorful sunset is displayed over the Hudson River, with vibrant hues of orange and pink reflecting on the water. Silhouettes of trees frame the image, accentuating the serene beauty of the landscape.

Apartment in Ossining

4.96 out of 5 average rating, 441 reviews

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. $25 cleaning with or without pets.

Guest favorite

A deck with four blue chairs overlooks the calm lake, flanked by tall trees and vibrant fall foliage. The natural stone wall in the foreground adds texture to the tranquil scene, enhancing the serene setting by the water.

Cottage in South Salem

4.96 out of 5 average rating, 135 reviews

Serene lake front cottage 1 hour from NYC

Serene minimalist cottage directly on Lake Oscaleta with spectacular waterfront and Mountain Lakes Park behind. Quiet, isolated and lost in the trees, you feel you are in Vermont or the Adirondacks. Yet it's only 1 hour from Manhattan, 10 minutes from restaurants. Kayak, canoe, fish, paddleboard. Cottage is elegant, cozy and winterized warm and the lake is effectively empty in the fall/winter/spring. Please note: because of an asthmatic child, we cannot accept any animals.

Top guest favorite

Guest suite in Norwalk

5 out of 5 average rating, 35 reviews

Cozy 1 Bd Private Entrance In-law Suite & Hot Tub

Charming Getaway in Norwalk, CT - Discover comfort and convenience in this cozy low ceiling short-term rental located just 5 minutes from local markets, dining spots, Norwalk River Valley Trail, Norwalk Hospital and shopping centers. Perfect for single travelers, work related or weekend adventurers, this space offers a warm, inviting atmosphere with modern amenities. Enjoy easy access to local attractions and scenic spots, the perfect base for exploring coastal Connecticut!

Top guest favorite

The outdoor dining area features a large table surrounded by colorful chairs, illuminated by string lights. A cozy seating area with a dark sectional sofa is visible nearby, set against the backdrop of the house, creating an inviting space for gatherings.

Home in Bedford

5 out of 5 average rating, 39 reviews

Comfortable Mid-Century on Quiet Country Road

Dine al fresco and then gather around the firepit for s’mores at this peaceful home on 4 wooded acres on a secluded country road…less than 1 hour drive to NYC! Hike the nearby gorge, enjoy piano sing-alongs, conquer that jigsaw puzzle and then prep dinner on the grill. Perhaps end the night with a movie in the TV room? Full kitchen with coffee station & wine fridge. Need to work? Private office has sit/stand desk & 1G wifi. Plus: Automatic house generator = peace of mind

Top guest favorite

The exterior of the guest house is framed by manicured gardens, featuring two decorative statues positioned beside a pea gravel walkway. A small patio area includes a round table with two chairs, creating a serene spot for outdoor relaxation.

Guesthouse in Waccabuc

4.99 out of 5 average rating, 95 reviews

French Guest House in Waccabuc

A mini Versailles just outside of NYC - located on a private and gated eight acre estate with its own lake in Waccabuc, NY. Surrounded by 18C statuary, manicured gardens and fountains, it’s equivalent to staying in a 5-Star European luxury hotel suite (house designed by David Easton) with its heated stone floors and heated towel rack, luxury linens, gold taps and serene private entrance. (.7mi from Waccabuc Country Club, 60 min from NYC by car or train - Katonah train St)

Guest favorite

The exterior of the stone cottage is framed by lush autumn foliage. A spacious wooden deck features several lounge chairs, providing a relaxing outdoor space. The entrance is marked by a subtle stone pathway, enhancing the inviting appeal of the cottage.

Cottage in Pawling

4.98 out of 5 average rating, 124 reviews

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Top guest favorite

Home in Pound Ridge

5 out of 5 average rating, 164 reviews

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. Perfect for families, small groups, or couples seeking a peaceful nature retreat.

Top guest favorite

An airy living space showcases a vaulted ceiling with skylights, allowing abundant natural light. A large wooden dining table is positioned in the foreground, with a cozy seating area visible in the background, centered around a fireplace. Shelves filled with books and decor line the walls.

Cottage in Danbury

4.97 out of 5 average rating, 148 reviews

Fern Grove Cottage

If you’re looking for tranquility, this is the place for you! This charming cottage is located on a secluded country road. The cottage sits at the back of a gorgeous park-like property, and is near parks with hiking trails. This antique cottage has many modern renovations, providing convenience and comfort while maintaining the historic charm. This is the perfect getaway!

Top guest favorite

A light-filled living area is visible, featuring a cozy seating arrangement with various cushions. A dining table with modern chairs is positioned nearby, illuminated by natural light streaming through multiple windows. The warm wood flooring adds to the inviting atmosphere.

Apartment in Bedford

4.97 out of 5 average rating, 31 reviews

Charming Cottage in historic Bedford Village

“This place emanates why I would live here!” - Robert 7/24 Just a 5 min walk to historic Bedford Village this detached one-bedroom cottage is surrounded by 200yr old Maple trees on the property of a 1840's farmhouse. Experience the hamlets of Westchester only 39 miles north of Manhattan and less than 10 min to the Bedford Hills - Harlem North train station.

Top guest favorite

An aerial view captures the rustic charm of the barn-style home, illuminated warmly by outdoor lights. Surrounding stone pathways and landscaped gardens are visible, with an inviting outdoor sitting area and grill positioned alongside the home.

Home in Mount Kisco

4.94 out of 5 average rating, 147 reviews

Incredible barn in country setting

Country setting with Vermont feel. Indoor /outdoor fireplaces with large entertainment areas. Small kitchenette, 2 BR. Pull out coach, and sleeping loft . Wifi, CAC, washer/dryer, local hiking w 3 nature preserves nearby. Major estate area. 6 min. from Mt. Kisco train station. One hour NYC. Great local restaurants. Out of the ordinary!