Under 500k

MLS Number 5053748

• Rentals
• Bedrooms 4
• Bathroom 4
• Lease Term Month
• Address 5907 Mountain Road

Large Private Home for rent. This private rustic home has a ski lodge vibe and is located only 2 miles from Stowe Mountain Resort. Situated down a long private driveway, surrounded by the woods this charming four-bedroom, 3.5 bathroom has much of the original craftsmanship. Tastefully decorated with all the amenities you need to make yourself at home. This home has a spacious layout including two stone fireplaces, washer, dryer, dishwasher and separate two car garage. Huge yard. Fully furnished. In addition, only a quick 6.1 miles from Main Street. $5,500.00 a month includes heat, water, electricity, WIFI, lawn care and snow removal. First month and security deposit are required. Dog-friendly but dog needs approval. No smoking. Available for year lease. o Primary Bedroom o King bed with full bath o Bedroom two o Queen with full bath o Bedroom three o Queen with shared bath o Bedroom four o 3 twins with shared bath o Half bath on the main floor o 4 bedrooms and 3.5 baths

Listed by Kevin D'Arcy of Spruce Peak Realty LLC

MLS Number 5087118

• Rentals
• Bedrooms 3
• Bathroom 4
• Lease Term Month
• Address 39 Sage Hill Road

SUMMER RENTAL: 6/15/26 to 10/15/26 WINTER SEASONAL RENTAL: 12/1/26 to 3/31/2027 Location is everything, and Torbank's condominiums are the perfect choice! Just minutes from the heart of Manchester, Southern Vermont's premier destination, you'll have easy access to boutique shopping, dining, medical services, and year-round activities. In the winter, enjoy the convenience of nearby skiing at Bromley Mountain Ski Resort and Stratton Mountain Resort. Seasonal renters can also take advantage of on-site tennis courts and an outdoor pool. This inviting three-bedroom, three-bath condo features sun-filled rooms, spacious living areas, and beautiful views-perfect for a relaxing Vermont getaway. During the warmer months, explore hiking trails, golf courses, fly fishing spots, summer theatre, and music festivals, or simply take in the scenic drives through the Green Mountains. Torbank offers an ideal home base for experiencing the charm and natural beauty of Southern Vermont. This condo is suited for six persons and includes parking for two vehicles. We look forward to welcoming you to Vermont!

Listed by Kristin Comeau and Elliott Nachwalter of TPW Real Estate

MLS Number 5091549

• Rentals
• Bedrooms 3
• Bathroom 4
• Lease Term Month
• Address 15 Nearing Road

THE ULTIMATE STRATTON MOUNTAIN RETREAT Experience the perfect Vermont winter getaway in this exceptional home ideally located in the highly desirable Forest Farms neighborhood. Boasting a premier location with effortless mountain access, this property is designed for those who want to maximize their time on the slopes and enjoy a seamless mountain lifestyle. Available for multiple flexible leasing structures: ANNUAL LEASE TERMS: Offered at $5,000 per month ($60,000 yearly contract). Excludes utilities, plowing, landscaping, and trash pickup. SEASONAL MONTHLY RENTAL RATES: January ($12,000), February ($14,000), March ($7,000), April ($2,000), May ($1,500), June ($2,000), July ($5,000), August ($5,000), September ($2,500), October ($5,000), November ($5,000), December ($10,000). *Note: Seasonal monthly rates exclude utilities, plowing/shoveling, trash, hot tub maintenance, and cleanings. All-in pricing is available. WHY RENT WHEN YOU CAN OWN & UNLOCK MASSIVE TAX BENEFITS? If you are looking at these seasonal numbers and thinking it might make more sense to acquire a permanent piece of the Stratton market, this property presents a powerful dual opportunity. Beyond a luxury getaway, this home is a proven, high-performing asset that generated over $85,000 in short-term rental revenue last year alone. Because the property is optimized for high-turnover rentals (with average stays under 7 days), it unlocks a massive, legal tax strategy used by high earners to shield substantial active W-2 income. By meeting material participation standards, these rental depreciation losses can be treated as non-passive deductions directly against your active income. Prospective lessees and buyers are strongly advised to consult a qualified CPA regarding short-term rental tax strategies. Custom management options are available.

Listed by David Powers of 42 North LP

MLS Number 5032194

• Rentals
• Bedrooms 3
• Bathroom 2
• Lease Term Month
• Address 397 Powderhorn Road

SPRING/SUMMER RENTAL: Available: April 15th, 2027 - October 30th, 2027. Charming newly renovated ranch with 3 bedrooms, 2 baths is the perfect summer rental, offering a cozy and inviting atmosphere! Conveniently located close to town for easy access to shops and dining. Enjoy a fenced-in backyard with a deck, perfect for grilling and outdoor relaxation. The kitchen and living room are located on the first floor, along with the spacious primary bedroom featuring an en suite bath and two additional guest rooms sharing a full hallway bath. Finished basement is a fantastic hangout space, complete with a basketball game, sectional couch, and TV and laundry room - ideal for family fun and entertainment. This property is a fantastic option for those looking to enjoy the summer months in Manchester Center! Available: April 15th, 2027 - October 30th, 2027 (RENTED: July 15, 2026 - October 15th, 2026) Price: $5,000/Month - Includes all utilities

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

MLS Number 5087658

• Rentals
• Bedrooms 2
• Bathroom 2
• Lease Term Month
• Address 259 Nottingham Park

Charming WINTER SEASONAL RENTAL in the heart of Southern Vermont! This adorable Cape offers 2 bedrooms and 1.5 baths with warm wood floors throughout. Enjoy cozy evenings in the inviting living room by the woodstove or relax in the separate den after a day on the slopes. The home also features convenient ground level laundry, a spacious deck, and beautiful mountain views. Ideally located just minutes from Bromley Mountain and Stratton Mountain Resort for skiing and winter activities, while still being close to town, shopping, dining, and local amenities. A perfect seasonal retreat to enjoy all that Vermont has to offer! Available: November 2026 - April 1st, 2027 Price: $5,000/ Monthly plus heat/oil and electric (No Cable: House has Fire stick with Peacock and Netflix)

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

MLS Number 5087851

• Rentals
• Bedrooms 3
• Bathroom 3
• Lease Term Month
• Address 80 Eagle Nest Road

Spend your summer in this charming 3 bedroom, 2.5 bath free standing condo located in the heart of Manchester Center. This spacious three level home offers comfort, convenience, and easy access to everything the area has to offer. The main floor features a bright living room, a fully equipped kitchen, a dining area, and a convenient half bath perfect for relaxing or entertaining. Upstairs, you'll find two comfortable bedrooms and a full bath. The lower level includes a private third bedroom with a den area and full bath, ideal for guests or added privacy. Step outside and enjoy being just a short walk to town, with shops, dining, and local amenities right at your fingertips. Make the most of your Vermont summer in this inviting and conveniently located condo! Available: July 7th - August 3rd & August 10th - September 11th, 2026? Price: $5,000/ Monthly + Electric

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

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 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 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, 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: December 1st, 2026 - April 30th, 2027 Price: $4,300/ Monthly Plus Electric and Heat

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