Holiday rentals with a pool in Chittenden County

Summer in Spacious Waitsfield Home w/Pool & Spa

Our ideal home for a memorable vacation in Waitsfield, Vermont. This location offers over 3,900 sq ft of well-appointed living space. Only 15 min from Sugarbush and Mad River Glen ski resorts and 1.4 miles from Waitsfield center. This house is perfectly situated for fun in every season. Equipped with a new and modern hot tub, fire pit, screened porch, gym, ping pong, so you'll never be bored! Plenty of room with space to sleep up to 8 guests comfortably in 3 spacious bedrooms. We love it here!

Private Suite in the Green Mountains

Relax in a country setting, centrally located to Vermont attractions. This private apartment in the trees boasts three beds and a full kitchen. With views of the Green Mountains, you will be a short drive away from quaint towns, skiing, breweries, hiking, and swimming. On the property, enjoy the fresh mountain air, changing leaves, and local flora and fauna. In summer, cool off after a hike or bike in the shared pool. In winter, you're 15 minutes to Mad River Glen and 30 to Sugarbush Ski Resort.

Cozy two-bedroom cabin near Smugglers Notch

Our Two-Bedroom Cabins at Sterling Ridge Resort offer classic and family-friendly Vermont charm. Sleeping 4 (up to 6 with a sleeper sofa), these cozy log cabins are located throughout the property, featuring a warm wood interior, full kitchen, wood-burning stove or fireplace, and inviting living space. Enjoy a covered porch, charcoal grill, and private fire pit. Dog-friendly options available. Sterling Ridge Resort offers cabins and homes that sleep 1–14 and features great last-minute specials.

North Burl - 1BR Loft with Private Porch

Private entrance 1 bedroom apartment in safe quiet burlington neighborhood. Master BR has 1 queen bed, closet, and work table. Living room has 1 twin daybed that pulls out to king size bed. Sofa, dining table, work table, TV and closet. Full kitchen including stovetop, oven, microwave, fridge, etc. 1 bathroom with shower. Large private porch with seating. (Hammock w/ stand available) Off-street parking for 2 cars, convenient to bus line, bike path, lake and river trails. Parks nearby.

Mott House, South Hero Vermont

Apple Island Resort offers a variety of accommodations. The Lewis & Laura Mott House is rich in history & overlooks Apple Island Marina. The Mott House is both the oldest & newest accommodation offered. Remodeled in 2018 with exquisite attention to detail, the historic house gives the architectural feel of an 1830s farmhouse while offering the latest in modern conveniences. Able to accommodate up to 8 guests, the Mott House will provide an unparalleled home base for your special day.

Cozy Bolton Valley Ski Studio • Hike & Relax

Cozy ski lodge studio at Bolton Valley Resort, set at 2,000 feet and surrounded by over 5,000 acres of Green Mountain wilderness. Direct trail access makes it easy to ski, snowboard, snowshoe, bike, or hike scenic trails, then return to a warm, quiet mountain retreat. Inside you'll find a king bed, full kitchen, TV, and bathtub—perfect for relaxing after a day outdoors. Ideal for couples or solo travelers seeking a peaceful mountain escape. Note: Not suitable for pets or children.

Cozy Little Mountain Condo at BV Ski Resort

Relax on the mountain in our little condo. A cozy space to enjoy fresh mountain air. Enjoy easy access for ski in/out, hiking, mountain biking, leaf peeping…something to love here during every season! Bedroom with a queen bed. Pull out couch is best suited for children or one adult—two large adults may find it a tight fit. Located approximately half-way between Burlington and Stowe, about 30 minute drive to either/or. Or check out Waterbury (our favorite) about 15 minutes away!

Spacious Private Apartment w/ Green Mountain Views

Guests enjoy views of Camel's Hump & the Green Mountains and beautiful farmland to the East. This space is great for couples & solo adventurers. My home was built in 1810 & the Guest Studio was added onto the house in 1980. Conveniently located midway between Middlebury & Burlington, also a great home-base to take a day trip to the Stowe & the Mad River Valley. Much to explore- visit local farms & apple orchards, great hikes and Lake Champlain, breweries and wineries.

4-bedroom Condo at Bolton Valley

A spacious 2-story 4-bedroom condo for the entire family at Vermont's most family-friendly ski resorts! This condo is located within Bolton Valley Resort, next to the sports center and a short walk to the ski lifts. Enjoy year-round adventures! Alpine, Nordic, and backcountry skiing, as well as mountain biking, hiking, swimming (indoors and out) and an indoor skate park. Enjoy all the mountain vistas--winter, spring, summer and fall--and find adventures around every bend!

Bikepath Lake Cabin Hot Tub & Private Beach ~ UVM

⛱️ 🍺🍕🎣🏊‍♀️ Private beach Attached guesthouse (beach 3 blocks away), hot tub ), heated swimming pool (open May-early September), walk to fishing, boating, dog friendly beaches, public tennis, volleyball, bocce ball courts bike paths picnic areas,& a diverse selection of top-rated restaurants and breweries. Relax and make the most of the amenities! Self check-in, safe parking, easy access to the Colchester Causeway and all of Burlington . A perfect getaway!

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Welcome to this Lakeside Retreat. This cozy waterfront property offers stunning lake views and access to a private beach. Enjoy a fully equipped kitchen, a spacious living area, and an outdoor deck for relaxing and watching the sunsets. Perfect for a family getaway or romantic escape. This property is a short drive to downtown Burlington for shopping and dining. Unwind in the hot tub, cool down in the pool or simply soak in the natural beauty of Malletts Bay!

The Eastside ~ Pool | Beach | Sauna | Dock

Welcome to the Eastside on Malletts Bay! This tri-level townhouse will have everything you will need for an unforgettable vacation! Perfect for families and groups of friends, this home offers something for everyone. Splash in the lake with our provided water toys, soak up the sun on the beach, or relax by the firepit as the stars come out. Kids will love the game room in the basement, while adults can unwind in the comfortable living area.