Under 500k

MLS Number 5086996

• Rentals
• Bedrooms 3
• Bathroom 3
• Lease Term Month
• Address 808 South End Road

"No Place Like This Home" ** Annual Rental in Vermont **available Spring 2027 Experience European charm with stunning mountain views on 3.5 acres bordering Green Mountain National Forest. Ideal for remote work with dedicated office/studio space and high-speed internet. Prime Location: 15 mins to Manchester - 30 mins to Rutland & Hospital - 45 mins to SVMC in Bennington Great location for outdoor enthusiasts: 1/4 mile to LT/AT access trail, plus Bromley, Okemo, Stratton, and Killington resorts are all within 45 mins. Home is beautifully appointed, reflecting the owners' unmatched attention to detail evident in every part of the property, with: Recently renovated chef's kitchen with Fisher Paykel appliances, Primary suite with walk-in European shower, dual walk-in closets, and laundry. Comfortably appointed with memory foam mattresses, new decking, Weber gas grill, and updated baths; Radiant heat and air conditioning. Additional Spaces: Detached barn with parking for two vehicles, Climate-controlled artisan's studio, and home office in upper barn. Enjoy peaceful privacy, curated landscaping, and breathtaking mountain views. Don't miss this exceptional Vermont rental opportunity! Fully furnished, Dogs considered.

Listed by Kristin Comeau and Elliott Nachwalter of TPW Real Estate

MLS Number 5107831

• Rentals
• Bedrooms 3
• Bathroom 3
• Lease Term Month
• Elementary School The Dorset School

Expansive Dorset Contemporary, on 9 private acres. House offers 3 bedrooms, 2.5 baths with hardwood floors, post and beam living room, spacious kitchen, dining room, den, deck. 1 garage space is included with plenty of additional parking. All utilities are included. Listing agent is related to the property owner.

Listed by David Citron of RE/MAX Four Seasons

MLS Number 5105208

• Rentals
• Bedrooms 3
• Bathroom 2
• Lease Term Month
• Address 1595 Healdville Road

Welcome to Okemo country! Tucked away off the road, this adorable, newly updated, fully equipped 3-bedroom, 2 bath cape is located just six miles away from the Okemo Mountain access road. The house is immaculate with gorgeous wood floors and modern, comfortable furnishings. You won't find more in a property that is less than an 8-minute drive from the base of Okemo. Wi-Fi is included in the rental fee. Rental fee is for five months; 11/15-04/15. This property is $4,500 per month based on a five-month seasonal (26-27) rental from 11/15-04-15. Terms are negotiable.

Listed by Peggy O'Neill of Cummings & Co

MLS Number 5099788

• Rentals
• Bedrooms 3
• Bathroom 3
• Lease Term Month
• Area VT-Bennington

Winter Seasonal Rental – Downtown Manchester Center. Enjoy the best of Vermont this ski season in this beautiful 3 bedroom, 3 bath end unit offering breathtaking mountain views and an unbeatable location in the heart of downtown Manchester Center. With 1,567 square feet of comfortable living space, this bright and spacious condo features an open floor plan, wood pellet insert, abundant natural light, and a large wraparound deck perfect for taking in the mountain scenery or relaxing after a day on the slopes. Ideally situated just minutes from Stratton Mountain and Bromley Mountain, you'll have easy access to premier skiing, snowboarding, and winter recreation. Walk to Manchester's renowned shopping, restaurants, cafs, and local attractions, making this the perfect seasonal getaway.Experience the perfect combination of comfort, convenience, and Vermont charm this ski season! Availability: January 1st, 2027 - April 30th, 2027 Price: $4,300/ Monthly Plus Electric and Heat

Listed by Elizabeth Romano of Josiah Allen Real Estate,Inc.

MLS Number 5103518

• Rentals
• Bedrooms 3
• Bathroom 3
• Lease Term Month
• Subdivision Murray Hill South

NOW AVAILABLE - Vermont Two-Month Winter Rental? December 2026 - February 2027 Welcome to Pine Haven! Enjoy a winter getaway in this beautifully furnished three-bedroom Murray Hill end-unit townhouse, ideally located in the heart of Manchester, Vermont. With Bromley Mountain and Stratton Mountain Resort just a short drive away, plus shopping, dining, and local attractions nearby, it's the perfect home base for the season. This spacious, fully furnished townhouse features three bedrooms, two and a half bathrooms, and an additional sleeping loft that's perfect for that extra guest. Relax by the cozy wood-burning fireplace after a day on the slopes. Whether you're looking for a ski-season escape or a peaceful winter retreat, Pine Haven offers the ideal blend of comfort, convenience, and Vermont charm.

Listed by Elliott Nachwalter and Kristin Comeau of TPW Real Estate

MLS Number 5096138

• Rentals
• Bedrooms 3
• Bathroom 3
• Lease Term Month
• Area VT-Bennington

This lovely 3-bedroom plus loft, 2.5-bath condominium comfortably sleeps up to 8 people and is conveniently located in Manchester, within walking distance of shops, restaurants, and local amenities. The home features a fully renovated kitchen with stainless steel appliances, a 4-seat breakfast bar, and beautiful wood floors throughout the main living area. The inviting living room offers a cozy wood-burning fireplace, and the fully furnished unit includes a bonus sleeping loft that accommodates 2 additional guests. Residents also enjoy access to a newly lined condominium pool and three tennis courts. Availability: October 1st, 2026 - 1 Year Lease or Seasonal! Pricing: LONG TERM - $4,000/month - Plus Utilities or SHORT TERM: $5,000/month (Minimum 3 months) NO WEEKLY RENTALS. 30 DAY MINIMUM DUE TO CONDO ASSOCIATION.

Listed by Elizabeth Romano of Josiah Allen Real Estate,Inc.

MLS Number 4936243

• Rentals
• Bedrooms 3
• Bathroom 4
• Lease Term Month
• Address 194 Main Street

VACATION RENTAL. In the center of Grafton Village find the refined Phebe Frost house. Beautifully maintained and thoughtfully decorated, spend some special time in Vermont! Lovely features include wood floors, double sided fireplace in living and dining, comfortable family room/den and stocked pantry. Delightful master suite on main floor and two additional bedrooms bookend a full bath upstairs. Centrally located to all of the wonderful things town offers, public library is right next door, grab a book and cozy up by the living room fireplace! Grab a tennis racket and hit the courts just beyond the back yard. Take a leisurely stroll through town and linger in the public garden. Short walk to the Inn and Tavern for a delicious meal, or grab a coffee and breakfast at the MKT eatery. Find Grafton Ponds a short drive away. Fantastic attached barn offers bonus sleeping space. Tuck your car in the garage. Rates vary based on time of year and length of stay.

Listed by Jessica Landers of Barrett and Valley Associates Inc.

MLS Number 5112667

• Rentals
• Bedrooms 2
• Bathroom 3
• Lease Term Month
• Area VT-Bennington

WINTER 2026/27 RENTAL | MANCHESTER, VERMONT Available November 15, 2026 Your Winter Pied--Terre in the Heart of Manchester! Experience the charm of a Vermont winter from this beautifully renovated two-bedroom, 2.5-bath Murray Hill condominium, ideally located just minutes from the restaurants, shops, and amenities of Manchester Center. Personally refurbished by the owner, this light-filled, modern, and elegant townhouse combines a sophisticated Euro style with comfortable winter living. The home features a wood-burning fireplace, a versatile bonus loft, and plenty of space to relax after a day on the slopes or exploring Manchester and the Mountains. As a resident of Murray Hill, you'll enjoy full use of the community amenities, including the clubhouse and tennis court. Whether you're planning a full ski-season getaway or simply looking for a peaceful and stylish winter retreat in Vermont, this inviting Manchester residence offers the perfect home base. Winter 2026/27 Lease: $4,000/month + utilities. Don't let this one get away!

Listed by Kristin Comeau and Elliott Nachwalter of TPW Real Estate

MLS Number 5076315

• Rentals
• Bedrooms 3
• Bathroom 1
• Lease Term Month
• High School Winooski High School

TURN-KEY, ALL-INCLUSIVE 3-BEDROOM RENTAL - DOWNTOWN WINOOSKI Available September 1, 2026. 3 Bedrooms, 1 Bath. 1,500 SF. Fully Furnished. Spacious and fully furnished 3-bedroom, 1-bath second-floor apartment offering approximately 1,500 square feet of bright, updated living space. This renovated unit features excellent natural light and beautiful views of Camel's Hump, Mount Mansfield, and the Winooski High School athletic fields. All utilities included in rent: heat, electric, water, and trash. Lease term is negotiable. Pets negotiable. Interior Features include newly painted throughout, vinyl plank and carpet flooring, updated kitchen, washer and dryer in unit, electric stove, and dishwasher. Tiled shower, new windows, abundant storage including closets, pantry, and mudroom/sunroom, and spacious sun-filled living areas. Exterior and parking features include a private driveway with 3 parking spaces, a large overflow parking lot behind the building, and a backyard/green space. Location highlights include a prime Main Street location in downtown Winooski, 2 minutes to I-89 Exit 16, 2 minutes to restaurants (Waterworks, Sneakers Bistro, Misery Loves Co.), breweries (Four Quarters, Howl Bier), parks (River Walk, Winooski Falls, Landry Park, Memorial Park, Rotary Park), 4 minutes to Costco, 10 minutes to UVM Medical Center, UVM, and downtown Burlington, 12 minutes to Burlington International Airport. Professionally managed with 24/7 emergency maintenance service. Email to schedule a tour.

Listed by Haley Beckett of Lake Point Properties