Pet-friendly vacation rentals in Middlesex

The 1919 Mountain Farmhouse, new hot tub and patio

Welcome to your charming mountain getaway—The 1919 Mountain Farmhouse! Located just 10 minutes away from Montpelier and 40 from Stowe proper, this newly renovated 1919 farmhouse comfortably sleeps 8 and is the perfect choice for a relaxing stay. Nestled among quiet farmland, you and your guests will enjoy sipping coffee/wine on the back deck with full mountain views. After a fun day enjoying local trails, shops, mountains, and more—a table inside or outside awaits a meal to be shared with all.

200 acre Stowe area Bunkhouse.

Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

Stunning Views near Stowe / Private mountain home

Retreat and relax at this incredibly located and uniquely designed home nestled in the heart of ski country. This three bedroom, two bathroom vacation home is perfect for families or couples looking to enjoy Vermont's beauty and recreation. Very private location yet close to the amenities of Waterbury, Stowe and Mad River Valley. Enjoy the hiking trails, minutes away from this cozy home or the nearby ski slopes of Stowe. Sweeping views of the mountains throughout the house. Serene and lovely.

Entire 2nd Floor Walk to Montpelier

Five minute walk to the prettiest and coolest state capital in the country. Entire second floor duplex with separate entrance up a flight of stairs. Beautiful porch. Perfect base to explore Vermont; hiking, skiing, biking. Hosts live downstairs. Dogs are welcome with conditions. (Note the reservation requirements) Limit 4 people. (Includes toddlers and infants) If you are a skier, we're e less than an 40 minutes to major Ski areas. You won't have to pay resort prices and have a more room.

Winter is here! Skiing, Skating, Sledding!

Welcome to Maple Corner! Come relax in this lakeside 4-season cabin tucked away in the heart of beautiful Vermont. This rustic but finished cabin features a full kitchen and all amenities you might need for a peaceful getaway. The wide deck overlooking Curtis Pond is the perfect place to have breakfast or listen to the evening loons calling. Swim in the summer, snowshoe or ski in the winter. Walk to the country store or visit Montpelier 15 minutes away for more activities. Come escape!

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room has a separate entrance located off a covered, back porch with a small table and chairs for summer use. There is adjustable heat and cool air from the wall mounted air-source, heat pump. The little kitchen alcove is convenient for coffee or tea or a light meal (toaster oven, single induction “hot” plate, water heater) We live in a historic building. Our neighborhood is very close to Rte 100. Waterbury village and Stowe are nearby too with skiing, hiking and biking.

A true Vermont get-away cabin in the woods

Badger Cottage offers a true rustic Vermont experience nestled in the woods with spectacular views and a quiet and peaceful ambiance. Once a barn, carefully reconstructed on the owners’ property, and modernized to today’s standards, this post and beam cabin is warm and cosy in winter and cool in summer. Well behaved dogs are very welcome and will enjoy the walks in the woods. Covid vaccinations are required. The owners live in an adjacent house with their very friendly Border Terrier

Sunny 2BR w/ Pond + Fireplace | Walk to Stowe

At this quiet 2BR on five green acres, you’ll start your mornings with coffee by the pond and end your days by the fire. Bring your bikes to ride over to Cady Hill, snow shoe or hike in Smuggler’s Notch, or stroll the flat mile into town for dinner. Inside, you’ll find toxin-free cookware, natural fiber bedding, and crisp spring-fed water straight from the tap. With a bunk room for the kids and a king suite for you, it’s a calm, well-kept base for year-round adventure in Stowe.

Mountain Oasis/10 Mins to Stowe/Hiking/HotTub

Welcome to our cozy retreat nestled in the picturesque town of Waterbury, Vermont. This newly renovated spacious and modern home is perfect for families or groups looking for a comfortable and stylish retreat. With its prime location, you’ll have easy access to local attractions, outdoor activities, renowned craft beer scene, world-class skiing, hiking trails, and breathtaking Mountain View’s - making it an easy getaway choice for nature lovers and outdoor enthusiasts.

Quiet retreat in the heart of Downtown Montpelier!

This is a private apartment on St Paul Street, 1 block away from everything downtown Montpelier has to offer! This apartment has been updated but maintains its historical charm. 1 bedroom with a queen bed. Eat in kitchen, Full size tub-shower bath. Radiator heat. Smart TV, WiFi. This space is a blend of new and a older fixtures and furnishings. Some are intentional and others are on a list for the next round of improvements. Everything is in good working order!

Cozy Cottage in the Mad River Valley

My dad and I built this home from 2015-2019 working mostly on the weekends. We did everything we could ourselves including all the framing, siding, and fine woodworking. It has abundant natural and artificial light and a beautiful deck/porch. We made sure to build a lot of storage space with built in closets, cabinets, and drawers. I am very proud of what we accomplished and I'm so excited to be able to share our creation with guests.

Worcester Mountain Cabin · Wildlife & Cozy Nooks

**Weekend promotion Book 2 nights (Fri & Sat, Sun 50% off)** A modern cabin retreat in Vermont’s wild, undeveloped Worcester Mountain Range. Surrounded by wildlife, forest views, this cozy hideaway features a curated library, record player, art supplies, and space to create or simply rest. Explore local culture, skiing, swimming holes, and soulful retreats — or settle in, light a candle, and do nothing at all. Well-behaved pets welcome.