Holiday rentals in Rochester

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Top-rated holiday rentals in Rochester

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

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Top guest favourite
Home in Rochester
5 out of 5 average rating, 23 reviews

Stunning Mountain Views

The crisp mountain air of the Green Mountains is beckoning! Come experience our newly built passive home, featuring energy efficiency at its finest, while you soak in stunning mountain views from nearly every room. We are located off of scenic route 100 near the quaint town of Rochester, an ideal location for outdoor recreation including downhill skiing (Sugarbush and Killington ~30min drive), cross country skiing, snowboarding, hiking, biking, swimming, tubing and leaf peeping in the fall.

Top guest favourite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 174 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Guest favourite
A spacious outdoor deck features a mix of seating, including lounge chairs and a table set for two. String lights are elegantly draped above, providing a warm glow. Surrounding trees add to the natural setting, enhancing the peaceful atmosphere.
Cabin in Stockbridge
4.94 out of 5 average rating, 126 reviews

1958 Classic "Hunting Cabin" w/ Breathtaking Views

Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a private mountain, surrounded by breathtaking views of Killington, Pico mountains, and the White River. Originally purchased from a Sears & Roebuck catalog as a hunting cabin owned by the same family until 2019. The cabin has since been transformed into its original vintage classic camp décor with antique furnishings and unique vintage finds that take you back in time.

Top guest favourite
An open-concept living space features a brown sofa facing two blue armchairs. A coffee table is centered on a patterned rug. The kitchen area includes a large island with seating for four and stainless steel appliances. Natural light fills the room through multiple windows.
Flat in Rochester
5 out of 5 average rating, 29 reviews

Sunny & Spacious Village Loft

A spectacular space! Spacious, bright and brand new. Two queen bedrooms plus a loft with a queen bed, this apartment in the charming little village of Rochester, Vermont is the place you want to be! Located within walking distance to restaurants, gift shop, art gallery, grocery store, playground and more! Free parking, excellent ECFiber internet and a smart TV. A gorgeous and fully stocked kitchen, comfy bedding, bright & spacious living room all invite you to come relax in Rochester.

Guest favourite
Chalet in Rochester
5 out of 5 average rating, 10 reviews

The Langhorne - Vermont Mountain Getaway

Relax with the whole family at this peaceful place to stay. This 3 bed/1.5 bath cabin in the woods is the perfect place to experience nature. Our home is located on Hawk Mountain, a couple miles above the cozy town of Rochester VT in the White River Valley. 30 minutes to Killington, 40 to Sugarbush, and 20 to Middlebury Snowbowl, this is a great getaway for those who like to go on nature walks, hike, mountain/road bike, downhill/XC ski, or just have a quiet vacation in the mountains.

Top guest favourite
A wooden deck features a pair of patio chairs and a small table, overlooking expansive rolling hills and greenery. A distant barn is visible beyond the lush fields under a bright blue sky dotted with fluffy clouds.
Cottage in Rochester
4.98 out of 5 average rating, 114 reviews

Cozy cottage with Panoramic Views (now with AC!)

**Now has A/C!** Escape the real world at this charming and cozy cottage tucked away in a corner of 17 acres of rolling grassy hills. Take in the unmatched views of the hollow from the living room or wrap-around porch. Upgraded ultra-fast wifi for all your streaming and remote working needs. Great nearby trails for hiking/biking/xc skiing, and Rochester's grocery store, cafes, restaurants, and bike rentals are less than 10 minutes away. Killington/Sugarbush both ~35 minutes away.

Top guest favourite
A spacious studio living area features a comfortable bed, cozy seating, and a dining table. Two large windows with star-patterned curtains allow natural light to fill the space. A kitchenette and desk can also be seen, along with ceiling fans and warm lighting fixtures.
Flat in Rochester
5 out of 5 average rating, 16 reviews

Cozy Green Mountain Suite Rochester Village

Relax in a calm, scandinavian style studio in the heart of the green mountains. Enjoy our secluded 2nd floor studio attached to hosts' home. Walk to the quintessential town of Rochester village to enjoy cafes, restaurant, concerts, and the farmers market. Stock up on provisions at the local market, or enjoy a creemee from the local deli. Ride right from your home base on local, excellent, maintained mountain biking trails. Skiing at Killington and Sugarbush are also close by.

Guest favourite
Home in Rochester
4.96 out of 5 average rating, 162 reviews

Cottage in the Heart of the Green Mountains

Welcome to quintessential Vermont! Come stay at my cozy yet spacious, rustic yet modern, much-beloved Red Acre Cottage. Red Acre Cottage is nestled on a scenic ridge in the idyllic town of Rochester, just east of the Green Mountains and right off of Vermont Scenic Byway Route 100, one of the state's prettiest roads. Red Acre Cottage is an easy drive to Killington/Pico, Sugarbush, Mad River Glen, Rikert Nordic Center/Blueberry Hill XC skiing, Suicide Six, and Stowe Mountain.

Top guest favourite
A charming red house is set against a lush green backdrop. Large windows provide natural light and views of the surrounding trees. A wooden deck is featured at the front, leading to a beautifully maintained lawn, inviting outdoor activities.
Cabin in Hancock
4.95 out of 5 average rating, 274 reviews

Hancock hideaway

Skiing, snow biking 10 minutes away at Middlebury Snow Bowl and Rikert crosscountry. Sugarbush and Killington half hour drive. Snowshoeing and hiking right behind house in the Green Mountain National Forest. Easy drive to river swimming holes and lakes. Excellent restaurants in Waitsfield and Middlebury - about half hour. Good restaurant, cafe, small grocery store, in Rochester, 4 miles. Great location, beautiful views, lovely little house, totally private, romantic.

Top guest favourite
A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.
Tiny home in Warren
4.99 out of 5 average rating, 319 reviews

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Top guest favourite
A warmly lit cabin emerges from the surrounding trees, framed by a quiet, snow-covered dirt road. Soft light spills from the windows, creating a welcoming glow in the tranquil, darkened landscape.
Home in Rochester
4.97 out of 5 average rating, 232 reviews

The Guest House at Sky Hollow

This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

Top guest favourite
A large farmhouse is set against a backdrop of vibrant autumn foliage. The structure features a modern design with a metal roof and expansive glass windows, allowing for abundant natural light. A spacious lawn complements the serene rural setting.
Home in Rochester
4.97 out of 5 average rating, 153 reviews

Modern Farmhouse on 25 Acres - Superb Views

This Truex Cullins designed Farmhouse is inspired by the iconic old farmsteads found throughout northern New England. Embracing the dramatic beauty of Rochester's north hollow the house is a serene retreat where connection to your partner, family and the environment will thrive. Unplug, recharge, renew and enjoy all that mountain living has to offer.

Popular amenities for Rochester holiday rentals

When is the best time to visit Rochester?

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Frequently Asked Questions

  • Are there family-friendly house rentals in Rochester?

    Rochester has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Rochester with our apartment rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Rochester?

    Four-legged friends are welcome in Rochester. Choose from more than 30 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 50 vacation rentals in Rochester featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Rochester have air conditioning?

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

  • Do apartment rentals in Rochester have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Rochester. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Rochester have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Rochester. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Rochester have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Rochester. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Rochester

  • Total holiday rentals

    Explore 80 holiday rentals in Rochester

  • Nightly prices starting at

    Rochester holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 6,970 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    80 of Rochester holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Rochester rentals

  • 4.9 Average rating

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

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