Pet-friendly vacation rentals in Wintergreen Resort

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Top-rated pet-friendly home rentals in Wintergreen Resort

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Guest favorite

Condo in Wintergreen Resort

4.9 out of 5 average rating, 101 reviews

Tips Up: Cozy Slopeside Retreat w/ Fireplace

The mountains are calling and you must go. Well, you don't have to, but we think it's a good idea. Make Tips Up your home while you're away. With slopeside views, a cozy and comfortable ambiance, and close proximity to skiing (only 100 yards from the slopes!) and hiking, this 1B/1BA condo is the perfect getaway for outdoor enthusiasts seeking a mountain escape. Relax at nearby breweries and wineries with unbeatable views, and return to your condo to enjoy the amenities of Wintergreen Resort.

Jun 3 – 10

R2,242 ZAR per night

Guest favorite

Condo in Wintergreen Resort

4.96 out of 5 average rating, 236 reviews

Five Minute Walk to Everything!

**Pet friendly** two bedroom, two bath, loft style condo centrally located at Wintergreen Resort. Ski check-in, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within a 5 minute walk! This is a two-story unit with loft style master bedroom and en suite bath, and first floor bedroom with hall bath. Parking, pool access, washer/dryer, and Wi-Fi included. Fully stocked kitchen, wood burning fireplace, balcony, all towels/linens provided. Sleeps 5.

Nov 20 – 27

R2,940 ZAR per night

Guest favorite

Cottage in Tyro

5.0 out of 5 average rating, 187 reviews

Bear Creek Inn

You will be renting the 2 bedroom cottage, optional 3rd bedroom, very large, fenced yard for your pet. Relax at this quiet, peaceful place with year round trout stream. Minutes from the breweries and wineries on Nelson 151. Plenty of outdoor activities to enjoy. The George Washington National Forest is across the street for exploring, hiking and hunting. The house is only 4 miles from Crabtree Falls and several minutes from the Appalachian Trail access. Wintergreen Resort is 12 miles away.

Apr 19 – 26

R2,940 ZAR per night

Guest favorite

Condo in Wintergreen Resort

4.95 out of 5 average rating, 201 reviews

Eight Minute Walk to Everything

This one-bedroom, one-bath condo is centrally located. Ski check-in, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within an 8 minute walk. It's a one-story, downstairs unit that includes a back porch with just a few steps down to the ground. Perfect for taking the dog outside in the pet-friendly space. Full kitchen and dishes, wood-burning fireplace, balcony, and all towels and linens are provided for your convenience. Sleeps 3.

Jul 31 – Aug 7

R1,977 ZAR per night

Guest favorite

Cottage in Afton

4.9 out of 5 average rating, 483 reviews

Couples Getaway,heart of RT 151,stunning views

The Cottage is conveniently located along the Brew Ridge Trail. Sit on your patio and watch the sun set over Humpback rock and the Blue Ridge Mountains. Amazing location that’s set right in the middle of all the breweries. Spacious 6 acre farm with Route 151 road frontage. This handsome cottage is the perfect romantic get-a-way. Enjoy WiFi, air con, parking, self check-in and all the amenities you need to feel at home. Picturesque mountain views and beautifully landscaped grounds.

Sep 24 – Oct 1

R2,608 ZAR per night

Guest favorite

Condo in Wintergreen Resort

4.96 out of 5 average rating, 105 reviews

All-Season 2bd/2ba next to Spa view of Golf Course

Come experience four seasons of fun- hit the ski slopes, hike the blue ridge mountains, enjoy local cider or beer, or cozy up by the fire and enjoy the mountain views. Located across the street from the aquatic/fitness center & spa, on the Devil's Knob golf course, and next to the ski shuttle pickup location and Nature Foundation, the location couldn't be better. The unit has a spectacular sunset view from the balcony, a gas fireplace, and speedy wifi for working or streaming!

Sep 14 – 21

R2,927 ZAR per night

Guest favorite

Condo in Wintergreen Resort

4.99 out of 5 average rating, 175 reviews

Cozy getaway w/ heated floors, dog friendly

Close your eyes and imagine opening the door to a beautifully handcrafted live edge oak breakfast bar with 4 leather bar stools, granite countertops and stainless steel appliances. As you walk into the living room, two plush, comfy leather sofas beckon you to rest & relax in front of the fireplace. Sleeps 3. Comfy wrought iron QUEEN bed for a good night’s rest and a twin pull out in the living room. There is radiant heat flooring throughout our home to pamper your feet.

Jun 6 – 13

R2,146 ZAR per night

Guest favorite

Chalet in Wintergreen Resort

4.98 out of 5 average rating, 101 reviews

Wintergreen Chalet

- Slopeside ski in-ski out chalet with mountain views - Spacious 4BR’s including 1st floor en suite BR/BA combination - Contemporary kitchen with all basic appliances and essentials - Relaxing outdoor decks equipped with gas grill - Peaceful outdoor seating area surrounding gas fire pit - Minutes to Wintergreen Resort shops, restaurants and hiking trails - Short drive to many local vineyards, breweries and scenic blue ridge parkway

Nov 15 – 22

R5,423 ZAR per night

Guest favorite

Apartment in Rockfish

4.99 out of 5 average rating, 159 reviews

Blue Ridge Bliss - For family & friends to enjoy!

Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from the dog park, and picnic area it’s an ideal location.

Apr 16 – 23

R3,061 ZAR per night

Guest favorite

Condo in Wintergreen Resort

4.98 out of 5 average rating, 172 reviews

Best View in the Blue Ridge from Biscuit's Porch

One of the best sunrise views in the Blue Ridge Mountains! Spend your days hiking over 30+ miles of trails (including the Appalachian Trail), driving the Blue Ridge Parkway, kayaking in the lake in the summer, skiing one of the regions best mountains in the winter, or exploring Virginia's brewery and wine country. Whichever you chose, we're certain you'll enjoy your time at Biscuit's Porch. We're excited to help you have the best Blue Ridge Getaway!

May 31 – Jun 7

R3,046 ZAR per night

Guest favorite

Townhouse in Wintergreen Resort

4.94 out of 5 average rating, 141 reviews

Fantastic retreat in ideal location, dogs welcome!

Wintergreen Resort is a fantastic, all season destination, with adventures for everyone! We are a pet and kid friendly, 2br/2ba townhome, located in the heart of all the action. Ski check-in, Mountain Inn, restaurants, & the Market stocked with all the essentials located right next to our community. Come hike, golf, play tennis, swim in our private pool or lakes, ski, snowboard, tube, and vineyard, brewery, distillery, or cider hop. We have it all!

Feb 17 – 24

R2,585 ZAR per night

Guest favorite

Condo in Wintergreen Resort

4.94 out of 5 average rating, 225 reviews

Cozy, clean mountain condo- King bed, dog friendly

Everything you need to make your getaway relaxing and convenient has been thought out in this tastefully decorated condo including new King Bed, Queen sofa pullout bed, plush linens, new spacious couch, 55" & 28" Smart TVs, Roku, WiFi, DVD player & movies, fully equipped kitchen, dining area for 4, wood burning fireplace, and private patio. Non-smoking condo. Please provide all guest names and dog info if applicable upon inquiry or booking.

Sep 21 – 28

R2,147 ZAR per night