Holiday rentals in Manchester

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Top-rated holiday rentals in Manchester

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

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Top guest favourite
Tiny home in Wilmington
4.99 out of 5 average rating, 358 reviews

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Top guest favourite
The entrance of the Bonnet St Barn features a deep red exterior with a sloping roof and an overhang. A small chair is positioned beside the door, framed by lush greenery and blooming flowers, enhancing the welcoming entryway.
Flat in Manchester
4.99 out of 5 average rating, 113 reviews

Bonnet St Barn

Keep it simple at the peaceful, cozy and centrally-located Bonnet St Barn. Conveniently located steps from Manchester’s landmark 'Northshire Bookstore', restaurants and delightful shopping. The apartment is on the main floor of the two-story barn and features a king-size bed, a smaller second bedroom with a twin bed, AC, high speed WiFi, TV and a full kitchen for relaxing mealtimes. Less than 30-minute drive to Bromley & Stratton ski areas. Enjoy the Green Mountains of southern Vermont!

Top guest favourite
A deck area features four comfortable chairs surrounding a glass-topped table. Lush greenery and trees with autumn foliage create a colorful backdrop, while a clear blue sky adds to the inviting outdoor setting.
Barn in Manchester
4.98 out of 5 average rating, 103 reviews

Cozy Barn home w/ Mountain Views

Newly renovated cozy Vermont barn with views of Mount Equinox. This unique barn includes a full kitchen, bedroom, bath, smart TV, and wifi. Conveniently located 2.5mi to downtown Manchester and 3.7mi to the Dorset Town Green. Come hike, golf, ski, dine, shop, or take a stroll on the Manchester Rail Trail. 15min drive to Bromley and 25mins to Stratton. Relax with a cup of coffee or glass of wine on the deck while looking out at the mountains, or cozy up with a book by the electric fireplace.

Top guest favourite
An open living space is depicted, featuring a kitchen area with a stove and a kettle. A cozy sofa is positioned nearby, with large windows allowing natural light to fill the room. A staircase leads to a sleeping loft, visible above, with a unique railing design.
Guest suite in Manchester
4.91 out of 5 average rating, 164 reviews

Bright Manchester Studio with Sleeping Loft

Our studio apartment with sleeping loft is great for two adults or a couple with children. Located on a quiet country road great for taking long walks. There is a queen bed in the loft and a pull out queen sofa in the living area. Bright with high ceilings and all new furnishings. We are less than three miles from town, 20 minutes to Bromley and 25 minutes to Stratton. Close to hiking, biking, fishing, great restaurants and shopping. Please note;Owners lives on premise in main house.

Guest favourite
A cozy living area features a navy blue sofa positioned beside a bookshelf filled with books. A round wooden table is complemented by four wooden chairs. Natural light streams through multiple windows, emphasizing the warm tones of the interior.
Cottage in Manchester
4.82 out of 5 average rating, 126 reviews

Quintessential VT Cottage in Manchester Village

Enjoy a storied stay at the Lyman Cottage, a quintessential Vermont cottage in the heart of historic Manchester Village. Lyman Cottage affords a completely private getaway, only steps from the Equinox Resort with lots of space to relax and unwind. The cottage is located deep in the backyard behind the Wickham House. See our other listings for details. Amazing location -- 300 feet from the Equinox Resort, 5 minutes to Hildene, 15 minutes to Bromley and 30 minutes to Stratton.

Superhost
A sunroom is featured with large windows allowing natural light to fill the space. Wooden furniture adds a warm touch, while a woven rug covers the floor. A small side table is positioned next to a seating area, overlooking a green landscape outside.
Home in Manchester
4.77 out of 5 average rating, 239 reviews

The Equinox Cottage

The Equinox Cottage is a quick 3 minute drive to the Equinox Hotel and the heart of Historic Manchester Village. Enjoy the shops, outlets, restaurants, cafes, golfing, and relaxed summer vibe. The Cottage is also an easy walk to the trails in the Equinox Pond preserve. Enjoy this pristine wilderness oasis, plus hiking up Equinox Mountain and surrounding trail system without having to step into your car. This peaceful, spacious, serene spot is ideal for summer relaxation.

Top guest favourite
Barn in Manchester
4.99 out of 5 average rating, 295 reviews

Big Green Barn - Manchester Village Vermont

Unique Vermont Barn Experience! 1880s restored barn on 2 acres in Manchester Village across from Southern Vermont Arts Center. Converted to a photo studio in 2004 when we moved from NY; spacious, comfortable, solar-powered, approx. 1 mile to Main St. (town roads, no sidewalk), close to shopping, restaurants, golf, hiking, skiing, etc. Beautiful views, Mount Equinox front, the Green Mountains back. No pets. Not suitable for children under 12. (License number MRT-10126712)

Top guest favourite
An elevated deck is softly illuminated by hanging lights, featuring a hot tub and a panoramic barrel sauna. Snow covers the ground, and the landscape is filled with distant hills under a twilight sky, creating a serene outdoor retreat.
Cottage in Shaftsbury
4.98 out of 5 average rating, 755 reviews

Schoolhouse Spa Retreat on a Vermont Farm

Escape to our historic and lovingly-renovated schoolhouse on a 250-acre verified-regenerative farm, where Green Mountain views meet modern comfort. Unwind in your private hot tub and barrel sauna after exploring farm trails, then fall asleep to the gentle sounds of sheep grazing in the pastures below. This is Vermont at its most authentic—working farm life with all the luxury. Level 2 EV charger, in-unit washer/dryer, and ductless AC for summer comfort.

Top guest favourite
The exterior of a two-story house is visible, featuring a sloped roof and white siding. Lush green bushes frame the front yard, where a small decorative archway and white picket fence add charm. Surrounding trees provide a natural backdrop for the property.
Flat in Manchester
4.99 out of 5 average rating, 319 reviews

Private two-bedroom suite within a two-story house

This is a private suite located on the second floor of a house. Separate entrance. The owners live downstairs. Great location with mountain views. Please note: 1) Our kitchen is fully equipped, but it has a hot plate instead of the traditional stove. 2) Instead of a full-size living room there is a small sitting area with a TV in the same area where the kitchen is located. 3) Guests don't have access to the backyard/patio.

Top guest favourite
The side of the building is displayed, featuring light grey siding and a spacious patio area. Potted plants are positioned beside the entrance, and seating is arranged on the patio. Tall hedges provide a sense of privacy, and lush greenery is visible in the background.
Home in Manchester
5 out of 5 average rating, 130 reviews

The Barn on Main

The Barn On Main is a Architectural Digest Quality historic building situated on Main Street in Manchester Center. Set back slightly from the street, there is no street noise at all. The 3 story barn living space faces south and is filled with light. It offers total privacy while also having a sunny well furnished private patio with river and mountain views.

Guest favourite
A country cottage is positioned beside a tranquil pond, with vibrant green grass surrounding it. A rainbow arcs across the sky, adding a colorful backdrop to the serene landscape. Two blue chairs sit by the water's edge, inviting relaxation.
Cottage in Manchester
4.97 out of 5 average rating, 147 reviews

Home with a spring fed Koi pond and mountain view

Country cottage, full kitchen, closets, pantry, washer and dryer, with deck overlooking spring fed koi pond with mountain view. Open space kitchen/living room/dining area. Upstairs full bedroom with king bed, bathroom with shower, and walk in closet. Daybed in living room with pull out trundle bed. Pet friendly.

Top guest favourite
A cozy living room features two inviting sofas with a plaid throw, a wooden desk, and a rocking chair. A fireplace is framed by built-in shelves, adorned with decorative items and books. Natural light enters through a window dressed with patterned curtains.
Townhouse in Dorset
4.98 out of 5 average rating, 250 reviews

Sunny, charming, quiet get-a-way

Come relax and recreate in a classic Vermont Village setting. This 2 BR, 1.5 Bath inviting ski vacation home borders the Green Mt. Forest and is close to prime ski areas, VT Summer Festival, Dorset Theatre, Emerald Lake State Park, and Manchester shopping and dining.

Popular amenities for Manchester holiday rentals

When is the best time to visit Manchester?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Manchester?

    Yes! Work meets play with ease at over 170 vacation rentals in Manchester featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Manchester?

    Four-legged friends are welcome in Manchester. Choose from more than 130 vacation rentals for guests traveling with pets.

  • Are there Manchester vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 70 vacation homes with pools in Manchester, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in apartment rentals in Manchester?

    Experience the best of Manchester with our apartment rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Manchester have self check-in?

    Absolutely! We offer over 50 house rentals with self check-in in Manchester. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Manchester have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Manchester. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Manchester have a bbq area?

    Absolutely! We offer over 10 cabin rentals with a bbq area in Manchester. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Manchester have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Manchester. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Manchester?

    Manchester has more than 170 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Manchester?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with self check-in, over 110 homes with wifi, over 10 homes with a gym, over 60 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Manchester

  • Total holiday rentals

    Explore 260 holiday rentals in Manchester

  • Nightly prices starting at

    Manchester holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 10,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wifi availability

    260 of Manchester holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Manchester rentals

  • 4.9 Average rating

    Manchester stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Bennington County
  5. Manchester