Vacation rentals in The Woods

4.91 out of 5 average rating, 212 reviews

Home in Killington

Luxury Condo Tucked in the Heart of Killington

Welcome to our ❄newly renovated❄ Cozy Condo Located right off the "loop" walking trail on river road. Our end unit condo sits just 5 min from the base of Killington with easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our condo. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in Killington!

4.99 out of 5 average rating, 147 reviews

Home in Barnard

The Looking Glass, a modernistic escape

Welcome to The Looking Glass, a modernistic escape located in Barnard, Vermont! With floor to ceiling, south facing windows, you’ll be relaxing in comfort while taking in breathtaking views of the Green Mountains! You’ll love our commercial grade kitchen, boasting high-end cookware, a Wolf range and Subzero fridge. Take the spiral staircase upstairs to enjoy a long bath before calling it a night in the spacious king bed. Explore Silver Lake & Woodstock! Hike, bike or ski the neighboring trails

4.93 out of 5 average rating, 311 reviews

Yurt in Bristol

Bristol Cozy Yurt near Hiking/Swimming|MapleFarm

Our cozy yurt is located within minutes of amazing, hiking, biking, skiing, breweries and much more! Relax around the fire while listening to our resident owls or stare up at the stars through the dome. We're centrally located to some of the best hiking and swimming skiing in Central Vermont. Mt Abe and Bartlett's Falls are the closest options. We're also close to civilization with several towns close by to explore for food, drink, art, and shopping. Or travel a bit further to Burlington..

Superhost

4.89 out of 5 average rating, 162 reviews

Modern Killington Farmhouse Condo: Close to Resort

Welcome to our condo in picturesque Killington. This 2RM/2BA modern farmhouse-style unit features an open kitchen, stainless appliances, island, dining area, living room w/ smart TV, gas fireplace, sofa bed, queen bed, easy chair & amazing tile shower w/ body jets. The primary bedroom has ensuite bathroom, TV, flexible king bed, AC & washer/dryer. Reclaimed barn board finishes & sliding barn doors add rustic charm. Plus a summer pool! Book now for modern comfort & rustic charm in Killington!

4.94 out of 5 average rating, 258 reviews

AC/Dog-Friendly/Spa Onsite/Pool/Wine Bar

Escape to tranquility in this charming 2BD, 2BA home, designed with comfort (portable AC) and relaxation in mind. Nestled in a peaceful neighborhood, it’s the perfect retreat for families, couples, and pet owners who want to enjoy a little extra R&R with their furry friends. The spa area with a pool and hot tub is ideal for unwinding after a long day of exploring or just enjoying the serene environment. Alternatively, you can relax in front of the wood-burning fireplace! New arcade and Xbox!

4.99 out of 5 average rating, 242 reviews

Tiny home in Warren

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*

4.95 out of 5 average rating, 474 reviews

Cabin in Rochester

Black haus: a hip, cool house hidden in a forest.

You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

4.9 out of 5 average rating, 121 reviews

Tiny home in Athens

LUXE Forest Retreat

Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.

4.9 out of 5 average rating, 500 reviews

Barn in Fairlee

Private Barn On a Hilltop in Fairlee, Vermont

This carefully renovated barn is located in the hills of Fairlee, five minutes from I-91. A stand-alone private space with two spacious living areas and decks overlooking ponds and the mountains. You're welcome to bring your dog; please note there is a $75 pet fee for the length of your stay. With direct access to extensive hiking trails and minutes from Lake Morey and the Lake Morey Country Club there's lots of fun things to do.

4.96 out of 5 average rating, 612 reviews

Apartment in Rutland

Your home away from home

Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, skiing, golf, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.

4.99 out of 5 average rating, 113 reviews

Cozy Condo next to Resort * AC and Pool *

Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! King bed and Queen pullout sofa sleeps up to four (4). This property is Shuttle In/Out (Sat & Sun and holiday periods Dec - April). Killington Reg #004858

4.99 out of 5 average rating, 101 reviews

Snowcub- AC, Pool, Hot tub, Tennis, Grill!

Your group will be close to everything when you stay at this centrally-located condo. Enjoy two bedrooms plus a loft for a variety of sleeping options. Condo amenities include pool, gym, spa, tennis and hot tub. You will be close to the bars, restaurants, market and coffee shops and just minutes to the Killington resort base areas.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for The Woods vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in The Woods

5 out of 5 average rating, 8 reviews

Home in Tinmouth

Charming Vermont Schoolhouse

RobinRating, 5 stars5 days ago

My husband and I absolutely loved staying at Scott’s beautifully remodeled Schoolhouse. Scott was super responsive and very flexible for our arrival. Upon arrival the we were pleasantly surprised and greeted by a very friendly Rooster! We also loved how spotless and immaculate the entire house was. We loved the spaciousness and we felt right at home. Bed was super comfortable and Scott and his wife had thought of every possible little thing that you might need in the bathroom. We also had a welcome basket of goodies that we really enjoyed. I highly recommend that you book this place! You will not be disappointed. In fact we have already booked it for a return trip in August. We loved the large windows and decor of the home. You can tell that they put a lot of thought into making this a comfortable and relaxing space. Kitchen was also well appointed. Location was very quiet and peaceful. This place is top notch!

5 out of 5 average rating, 7 reviews

Home in Plymouth

Charming Modern Cabin Retreat

EmilyRating, 5 stars1 week ago

Lovely modern cabin retreat off the beaten path. Great kitchen and dining nook, lots of natural daylight, and loved the option of AC via mini split and the very effective ceiling fan to circulate the air. Neighborhood was quiet and restful.

5 out of 5 average rating, 6 reviews

Apartment in Killington

Cozy Woods Resort and Spa Condo

LaraRating, 5 stars3 weeks ago

We really enjoyed our stay! The place was so clean and we felt right at home. There was plenty of space for our family and we really enjoyed having access to the indoor pool and a fireplace. Jody was responsive and helpful - a great host!

4.93 out of 5 average rating, 27 reviews

Cabin in Rochester

The Creek Cabin at Sky Hollow

AnnaRating, 5 stars1 month ago

The stay was fantastic. The cabin is located in a perfect area surrounded by the woods, beautiful trails, a sauna and just so much greenery we couldn't believe it. The cabin itself was incredibly well put together, had everything you'd need and then some. Jess was very accommodating and answered every question we had. 100% recommend!

4.94 out of 5 average rating, 17 reviews

Cabin in West Windsor

Peaceful Vermont Cottage

LauraRating, 5 stars3 days ago

Great value. My son and I needed a comfortable place to crash with some elbow room. Huge laundry machines look new and worked great. Loved the big dining table. WiFi was excellent. TV worked great and was easy to stream our shows. Also, we liked the deck of cards and trivia board game. Fun! Brownsville Butcher and Pantry was very close drive for meals/groceries. Easy access to Hartland, Woodstock and I-91.

Superhost

Private room in Killington

4.77 out of 5 average rating, 149 reviews

Economy Queen (Mountain Sports Inn)

IgnazioRating, 5 stars2 months ago

Always a favorite of mine to stay at mountain sports inn. My go-to when in killington. Great price, perfect location, and always easy to check in and out. Never a complaint!

4.9 out of 5 average rating, 10 reviews

Swirl Suite Annex: Studio w/ Kitchenette|Workspace

StevenRating, 5 stars2 months ago

Great stay for a quick last minute ski trip. Easy to access and very clean, organized room with all the essentials.