Featured Listings
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North Hero Gem
North Hero, VT -
Vermont Lake Cottage on Water's Edge. Boater's Dream!
Charlotte, VT -
Breathtaking Lakefront Cottage on Lake St. Catherine
Poultney, VT -
Sanctuary II, 4 Bedroom 4.5 Bathroom Home on 2 private acres
Manchester, VT -
Charming Cottage on the Shores of Lake Champlain.
Ferrisburgh, VT -
2 Adjacent, Classic Cottages, Lake Champlain, Long Point
Ferrisburgh, VT -
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Private Lakefront Escape: Champlain Islands, South Hero
South Hero, VT -
Honeymooners/getaway Studio on Lovely Lake Iroquois
Hinesburg, VT -
Vail Brook Cottage: A Renovated Woodland Retreat
Middletown Springs, VT -
Modern Luxury Home 15 Minutes from Sugarbush
Waitsfield, VT
Welcome to Vermont!
Select a region to get started!
Northern Vermont
Southern Vermont
Burlington - Northwest VT
This region covers the city of Burlington and surrounding towns in Chittenden and Franklin Counties. Includes Lakes Iroquois and Lake Carmi. (See separate section for Lake Champlain.)
- Villages
- Lakes
- Historic sights
- Marketplace
East Central VT
Covers towns and villages in the hills of rural Orange County, including Chelsea, Corinth, and Tunbridge, plus Lake Fairlee and Lake Morey. Borders the Connecticut River. Some towns are near Montpelier or Hanover, N.H.
- Villages
- Lakes
- Farm
Lake Champlain & Islands
We have divided the rentals along this 110-mile long lake, the sixth largest in the nation, into those south of Burlington, and those in and north of Burlington. The "islands" region in the northern part of the lake is accessible by causeway.
- Watersports
- Beaches
- Coastal
- Wildlife
Lake Dunmore - Middlebury
This region includes Lake Dunmore and Fern Lake, the town of Middlebury — home of the college of the same name — and acres of rolling farmland.
- Farm
- Culinary
- Shopping
- Countryside
Montpelier - North Central VT
The smallest state capital in the nation, Montpelier offers fine dining, local bookstores, coffee shops, and the like. Tucked in the hills are numerous small towns and several small lakes in Woodbury and Calais.
- Museums
- Shopping
- Historic sights
- Villages
NEK Lakes, Jay, Burke
Northeast Kingdom is the name for the northeastern three counties of Vermont. Includes many beautiful lakes and both Jay Peak and Burke ski resorts, all located in a rural region known as "Vermont — the way it used to be."
- Biking
- Hiking
- Forested
- Villages
Smugglers' Notch
Home of Smugglers' Notch Resort, a well-known year-round family ski resort. The road over the Notch to nearby Stowe is open in all but the coldest months.
- Snowsports
- Hiking
- Mountain
Stowe - Bolton
Covers the historic tourist-oriented village of Stowe and the Stowe ski resort, featuring the state's highest peak of Mt. Mansfield. This region also includes family-friendly Bolton Valley ski resort and the town of Waterbury.
- Snowsports
- Shopping
- Mountain
- Hiking
Sugarbush - Mad River
Offers two ski areas — the sprawling two-mountain Sugarbush ski resort, and historic Mad River Glen — plus compact towns and conserved pastoral landscapes. Close to Montpelier and Interstate 89.
- Snowsports
- Mountain
- Wildlife
- Villages
Ascutney Mountain
Featuring Ascutney Mountain ski resort in West Windsor, and nearby towns. Easily accessible from I-91, and not far from the larger towns of Woodstock & Windsor.
- Snowsports
- Mountain
- Hiking
Bromley - Londonderry
Home to both Bromley and Magic Mountain ski resorts. In the heart of southern VT's ski country, this region is not far from Stratton to the south, Okemo to the north, and the large town of Manchester.
- Snowsports
- Mountain
- Shopping
- Forested
Chester - Grafton - SE VT
Covers most of southeastern Vermont, including many pleasant small towns and the more urban cultural centers of Brattleboro & Bellows Falls.
- Villages
- Shopping
- Historic sights
- Culinary
Killington - Pico
Vermont's largest ski area, with many restaurants and bars, near the small city of Rutland. Located close to the Long Trail for hiking.
- Snowsports
- Mountain
- Hiking
Lake Bomoseen Area
Lake Bomoseen is the largest lake entirely within the state's borders. Region also includes Lake Hortonia and Beebe Pond. Easily accessible from the south.
- Watersports
- Lakes
- Wildlife
Lake Saint Catherine
An 883-acre lake located near the New York border, equidistant from Rutland and Manchester. Includes rural towns nearby.
- Biking
- Lakes
- Villages
- Watersports
Manchester - Bennington
Covers most of southwestern Vemont, including historic Manchester and its shopping outlets, plus the small city of Bennington and nearby towns.
- Shopping
- Culinary
- Marketplace
- Villages
Mt Snow - Wilmington
VT's southernmost ski resort is located here, plus Lake Raponda and Lake Whitingham. A famous summer music festival is held in the nearby town of Marlboro.
- Snowsports
- Mountain
- Villages
Okemo & Lakes
This region includes the historic village of Ludlow and the popular Okemo ski resort. Also includes Lakes Amherst, Echo, Ninevah, and Rescue, plus nearby towns.
- Snowsports
- Mountain
- Lakes
- Shopping
Stratton Mountain
Well-known ski resort with many condos and vacation homes. Hiking, biking and golf in summer. Not far from Manchester, a local cultural center.
- Snowsports
- Mountain
- Hiking
Woodstock - Quechee
Covers the historic town of Woodstock and nearby upscale villages. Easily accessible region includes Quechee Lakes resort and Saskadena Six ski area.
- Historic sights
- Shopping
- Farm
- Museums
Northern Vermont Rental Agencies & Resorts
Use this page to find a rental through a northern Vermont rental agency or resort that handles reservations for multiple vacation rental properties.
Southern Vermont Rental Agencies & Resorts
Use this page to find a rental through a southern Vermont rental agency or resort that handles reservations for multiple vacation rental properties.
The Stayclass Difference
Unparalled Customer Service
We’re techy, but were not “Big Tech”. We’re local Vermonters with a deep knowledge of our state vacation rental industry, ready to knock your socks off with our customer service. No chatbots, robocalls, or phone holds, that’s our promise!
Book Directly With Hosts
Hosts and guests connect directly (no nosey middleman) to save time, money, and build lasting relationships.
No Hidden Fees
No booking fees, service fees, commissions, or royalties. The price you see is the price you pay. Simple as that.
Save Lots of Money
With no hidden fees, both hosts and guests pay less! More money stays in your pocket (usually hundreds more) so you can have more dough to enjoy that vacation!... Or pay for something far less fun and exciting, like a leaky faucet (not recommended).