Newest Homes for Rent in Windham County, VT

/20
$36,966

Total Monthly Price
- 9 Beds
- 9 Baths
- 6,792 Sq Ft
- Condo for Rent
3 Margit Ridgway Rd Unit SI ID1541130P, Dover, VT 05356

The advertised rate of $36,966/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 19, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

3 Margit Ridgway Rd Unit SI ID1541130P, Dover, VT 05356
/31
$3,300 Per Month
- 3 Beds
- 3 Baths
- 2,833 Sq Ft
- House for Rent
872 Grassy Brook Rd, Brookline, VT 05345

Escape to the beauty of Southern Vermont in this thoughtfully restored country farmhouse, where timeless New England character meets the comfort and convenience of modern living. Nestled on an expansive private property in the picturesque town of Brookline, this exceptional home offers a rare opportunity to enjoy the peaceful Vermont lifestyle without sacrificing today's amenities.From

872 Grassy Brook Rd, Brookline, VT 05345
/13
$2,200 Per Month
- 2 Beds
- 1 Bath
- 450 Sq Ft
- The National
4 Elliot St Unit 6, Brattleboro, VT 05301

second floor - two bedroom apartment, with in town views, coin operated laundry on site. This apartment is close to public transportation, schools, shopping, and hospitals.

4 Elliot St Unit 6, Brattleboro, VT 05301
/20
$36,600

Total Monthly Price
- 9 Beds
- 9 Baths
- 6,792 Sq Ft
- Condo for Rent
3 Margit Ridgway Rd Unit SI ID1541130P, Dover, VT 05356

The advertised rate of $36,600/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 19, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

3 Margit Ridgway Rd Unit SI ID1541130P, Dover, VT 05356
/13
$2,200 Per Month
- 2 Beds
- 1 Bath
- 450 Sq Ft
- The National
4 Elliot St Unit 6, Brattleboro, VT 05301

second floor - two bedroom apartment, with in town views, coin operated laundry on site. This apartment is close to public transportation, schools, shopping, and hospitals.

4 Elliot St Unit 6, Brattleboro, VT 05301
/20
$4,500 Per Month
- 6 Beds
- 3 Baths
- 2,279 Sq Ft
- House for Rent
1138 River Rd, Jamaica, VT 05343

Property Id: 2797610 ****Available for the winter season at $22,500 | $4,500/month for 5 months*** Call for details Escape to the mountains this winter in this spacious and fully updated 6-bedroom, 3-bath home in scenic Jamaica, VT. Set in a peaceful wooded setting, this inviting retreat offers room for the whole crew—sleeping up to 14 comfortably, including a cozy loft, which would

1138 River Rd, Jamaica, VT 05343
/14
$14,000 Per Month
- 4 Beds
- 2 Baths
- 1,950 Sq Ft
- House for Rent
4591 Vt Route 30, Jamaica, VT 05343

This is a delightful Winter retreat...After a long fun day of skiing come home to this warm and cozy, meticulously maintained 3-4 bedroom home that is in great shape. Just 10 minutes from Stratton access Rd.Upstairs there are 2.5 bedrooms , kitchen, and living room with wood burning fireplace. Downstairs is another full bedroom and a 2nd kitchen, full bath, laundry and family room with TV,

Wilkie Bushby TPW Real Estate

4591 Vt Route 30, Jamaica, VT 05343
/20
$850 Per Month
- 1 Bed
- 1 Bath
- 1,160 Sq Ft
- Apartment for Rent
639 Grafton Rd Unit 2, Townshend, VT 05353

Sweet and clean second floor apartment now available! Located just north of the Townshend Common, easy access to town conveniences including hospital, pharmacy, post office, library and schools. One large bedroom plus office. Laundry hook-ups and off-street parking included. Nice big kitchen and bright living room. Small porch overlooks beautiful grounds. Owners live on-site and take exceptional

Jessica Landers Barrett and Valley Associates Inc.

639 Grafton Rd Unit 2, Townshend, VT 05353
/10
$2,500 Per Month
- 3 Beds
- 1 Bath
- 850 Sq Ft
- Apartment for Rent
110 Estey St Unit 2, Brattleboro, VT 05301

Second Floor 3-bedroom apartment on a quiet side street that is close to public transportation, hospitals and shopping. Newly painted and new flooring this unit has a shared washer and dryer. The large bright sunlit rooms with high ceilings give this apartment a special touch. Rent includes heat, hot water and electricity. It has off street parking and a porch to sit and enjoy your morning

Peggy Winchester ACORN REAL ESTATE GROUP LLC

110 Estey St Unit 2, Brattleboro, VT 05301
/13
$1,800 Per Month
- 1 Bed
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
167 Howard Rd Unit 2, Wardsboro, VT 05355

This one bedroom on bathroom apartment is at the end of a dirt road in Wardsboro off route 100. The ideal setting if you are looking to for an apartment that is not right in town. Garden space is available and the use of one bay of the garage for parking. The ideal location for mount snow and conveniently located not too far from a grocery store or hospitals. Schedule your showing today

Peggy Winchester ACORN REAL ESTATE GROUP LLC

167 Howard Rd Unit 2, Wardsboro, VT 05355
/15
$2,095 Per Month
- 2 Beds
- 1 Bath
- 1,225 Sq Ft
- Condo for Rent
118 High St Unit 2, Brattleboro, VT 05301

Property Id: 2805706 Beautiful two bedroom with Victorian style that can be found throughout with some truly unique features. Hardwood floors, large living room. Sunlight drenches the unit throughout the day so much so that you will find yourself rarely turning on a light! Two heat pumps provide AC for added comfort. Propane cooking. Large pantry in kitchen. Quiet building 3X

118 High St Unit 2, Brattleboro, VT 05301
/12
$2,395 Per Month
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Condo for Rent
263 Canal St Unit 2, Brattleboro, VT 05301

Property Id: 2805718 Well appointed, fully furnished 2 bedroom apartment located on the second floor above a professional office space. W/D in basement. Private patio out back. Best part, you have the whole place to yourself during non-business hours! Enjoy all the comforts of home instantly. Heat, electric, W/S and snow removal from driveway included in rent.

263 Canal St Unit 2, Brattleboro, VT 05301
/7
$1,700 Per Month
- 1 Bed
- 1 Bath
- 450 Sq Ft
- Apartment for Rent
4 Elliot St Unit 9, Brattleboro, VT 05301

3rd Floor apartment in downtown Brattleboro in the National is located on the corner of Elliot and Main Street. This one-bedroom apartment is in a secure building, laundry facilities on site, with parking down the street in the parking garage. Pets are welcome with an extra pet fee. PICTURES ARE VIRTUALLY STAGED - APARTMENT IS NOT FURNISHED

Peggy Winchester ACORN REAL ESTATE GROUP LLC

4 Elliot St Unit 9, Brattleboro, VT 05301
/2
$1,600 Per Month
- 2 Beds
- 1 Bath
- Condo for Rent
16 Laurel Ave Unit 1, Town of Rockingham, VT 05101

(MORE PHOTOS COMING SOON)Available for showing in September! This 2-bedroom, 1-bathroom apartment offers a comfortable place to call home in the heart of Bellows Falls. Conveniently located near downtown, you'll enjoy easy access to shopping, dining, schools, and everyday essentials, with I-91 just minutes away.Whether you're looking for your first apartment or your next

16 Laurel Ave Unit 1, Town of Rockingham, VT 05101
/18
$1,866 Per Month
- 2 Beds
- 1 Bath
- 754 Sq Ft
- Condo for Rent
47 Flat St Unit 405, Brattleboro, VT 05301

Welcome to Dewitt Block, Unit #405– Fully renovated 2 bedroom apartment with 3/4 bathroom, available for rent in downtown Brattleboro– Located on the top floor, no neighbors above– Large windows, high ceilings, stainless steel appliances– Utilities included (electric, heat, hot water and AC)– Secure building with security cameras on property– On site shared laundry

47 Flat St Unit 405, Brattleboro, VT 05301
/12
$2,050 Per Month
- 1 Bed
- 1 Bath
- 535 Sq Ft
- Apartment for Rent
215 Main St Unit 202, Brattleboro, VT 05301

This amazing apartment is available immediately. The view from the large windows in the kitchen and living room are of downtown Brattleboro. Recently renovated this space offers shared living room and kitchen with a large one bedroom apartment. The building has designated off street parking, and elevator in the building, along with laundry facilities and additional storage as well. Schedule your

Peggy Winchester ACORN REAL ESTATE GROUP LLC

215 Main St Unit 202, Brattleboro, VT 05301
/20
$38,241

Total Monthly Price
- 7 Beds
- 3 Baths
- 6,792 Sq Ft
- Condo for Rent
57 Stugger Rd Unit SI ID1541131P, Dover, VT 05356

The advertised rate of $38,241/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 25, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

57 Stugger Rd Unit SI ID1541131P, Dover, VT 05356
/2
$1,700 Per Month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- The National
6 Elliot St Unit 11, Brattleboro, VT 05301

Original round window, beautiful views of the mountains.

6 Elliot St Unit 11, Brattleboro, VT 05301
/17
$1,600 Per Month
- 3 Beds
- 1 Bath
- Condo for Rent
5 West St Unit 1, Town of Rockingham, VT 05101

Experience comfortable, first-floor living in this spacious three-bedroom apartment designed with everyday living in mind. Featuring a generously sized living room and a bright eat-in kitchen, you'll have plenty of space to relax, entertain, and make yourself at home.Ideally situated within walking distance of parks, restaurants, and local conveniences, this apartment combines comfort,

5 West St Unit 1, Town of Rockingham, VT 05101
/19
$1,850 Per Month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Condo for Rent
30 Laurel Ave Unit 2, Town of Rockingham, VT 05101

Property Id: 2753890 Close proximity to all major hospitals with access to route 5 and US 91 just minutes away. The apartment is in a quiet working class neighborhood. The apartment is on the second floor in a large Farmhouse Victorian in historic village of Bellows Falls with stores and restaurantw within easy walking distance. The apartment itself has a spacious kitcen and living room

30 Laurel Ave Unit 2, Town of Rockingham, VT 05101
/33
$18,000 Per Month
- 3 Beds
- 2.5 Baths
- 2,250 Sq Ft
- House for Rent
22 Reynolds Ln, Jamaica, VT 05343

Escape to the mountains and enjoy winter the way it was meant to be experienced. Located just 5.5 miles from Stratton's Sun Bowl, this newly constructed 3-bedroom, 2.5-bath home offers the perfect setting for ski weekends, holiday gatherings, and memorable mountain getaways. Thoughtfully designed with a modern mountain aesthetic, the home features soaring ceilings, warm wood finishes, and

Cheyanne Pugliese

22 Reynolds Ln, Jamaica, VT 05343
/10
$2,400 Per Month
- 2 Beds
- 1 Bath
- 600 Sq Ft
- Apartment for Rent
114 Main St Unit 31, Brattleboro, VT 05301

Newly renovated third floor two bedroom apartment with a large window with in-town views. Access to everything you need within a few blocks. Enjoy the downtown scene with restaurants and breweries right on the same block. This one room apartment has its own washer and dryer in the unit. Pictures are virtually staged, apartment is not furnished.

Peggy Winchester ACORN REAL ESTATE GROUP LLC

114 Main St Unit 31, Brattleboro, VT 05301
/13
$2,000 Per Month
- 2 Beds
- 1 Bath
- 1,545 Sq Ft
- House for Rent
78 Central St, Brattleboro, VT 05301

This second floor, two-bedroom apartment in town on a quiet side street. This unit has had some updates to the kitchen and bathroom, along with fresh paint throughout. The rooms have amazing sunlight throughout the day and enjoy the evenings on your enclosed porch. This is close to shopping, public transportation and schools. Rent does not include any utilities. Photos are virtually staged,

78 Central St, Brattleboro, VT 05301
/19
$70,000 Per Month
- 4 Beds
- 4 Baths
- 2,000 Sq Ft
- House for Rent
16 c Winterberry Heights, Stratton, VT 05155

Best of the Best. Ski on Ski off. Pristine clean unit, very well maintained and original owners. Largest Treetops there is.. 4 bedroom/4 bath, den family room, amazing views, brand new hot tub.. everything you want and need for an amazing winter season. Loads of room for family and guests and entertaining. Enjoy all that Stratton has to offer as well as all the other ski areas close by and

Wilkie Bushby TPW Real Estate

16 c Winterberry Heights, Stratton, VT 05155
/5
$1,500 Per Month
- Studio
- 1 Bath
- 250 Sq Ft
- Condo for Rent
114-116 Main St Unit 36, Brattleboro, VT 05301

Available immediately, comes with a dedicated parking spot behind the TD bank building in downtown Brattleboro, This studio has a full bathroom, in unit washer and dryer and is on the third floor.

114-116 Main St Unit 36, Brattleboro, VT 05301
/16
$2,700

Total Monthly Price
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- Condo for Rent
93 Winterbell Dr Unit 93 winterbell Drive, East Dummerston, VT 05346

3 bedroom; 2 bath, Private Drive; cable ready; high speed internet access; Rural on 2 acres.

93 Winterbell Dr Unit 93 winterbell Drive, East Dummerston, VT 05346
/16
$2,000 Per Month
- 2 Beds
- 1 Bath
- 1,525 Sq Ft
- Apartment for Rent
78 Central St Unit 78, Brattleboro, VT 05301

This second floor, two-bedroom apartment in town on a quiet side street. This unit has had some updates to the kitchen and bathroom, along with fresh paint throughout. The rooms have amazing sunlight throughout the day and enjoy the evenings on your enclosed porch. This is close to shopping, public transportation and schools. Rent does not include any utilities. Photos are virtually staged,

Peggy Winchester ACORN REAL ESTATE GROUP LLC

78 Central St Unit 78, Brattleboro, VT 05301
/12
$2,700 Per Month
- 3 Beds
- 1.5 Baths
- 2,100 Sq Ft
- House for Rent
176 Harrington Rd, West Townshend, VT 05359

Charming well kept log home tucked away in a country setting in Windham. Three bedrooms and a loft. Centrally located between Chester, Grafton and Londonderry. A great getaway to enjoy all of what VT has to offer (summer activities, wildlife and hiking trails to name a few). Fully furnished and all inclusive for $2,700.00 per month. Tenant pays trash removal. Available thru September 30, 2025.

Team BVA Rentals Barrett and Valley Associates Inc.

176 Harrington Rd, West Townshend, VT 05359
/29
$2,500 Per Month
- 2 Beds
- 1 Bath
- 1,456 Sq Ft
- House for Rent
85 Parker Hill Rd, Bellows Falls, VT 05101

Open House Saturday August 22nd 11am to 1pm! Back on the market after a remodel, this is a hard to find stand-alone, two-bedroom rental home, privately located on a tranquil seven-acre lot. Open fields surround the house and a pathway leads down to a swimming hole under a railroad trestle on the Williams River. The home features an open-concept kitchen with a center island, a living room with

Steve Schoppmeyer BHG Masiello Brattleboro

85 Parker Hill Rd, Bellows Falls, VT 05101
/7
$2,200 Per Month
- 2 Beds
- 1 Bath
- 827 Sq Ft
- Apartment for Rent
4 Elliot St Unit 5, Brattleboro, VT 05301

Corner apartment in downtown Brattleboro in the National is located on the corner of Elliot and Main Street. This two-bedroom apartment is in a secure building, laundry facilities on site, with parking down the street in the parking garage. Pets are welcome with an extra pet fee. PICTURES ARE VIRTUALLY STAGED - APARTMENT IS NOT FURNISHED

Peggy Winchester ACORN REAL ESTATE GROUP LLC

4 Elliot St Unit 5, Brattleboro, VT 05301
/31
$500 Per Month
- 2 Baths
- 352 Sq Ft
- House for Rent
21 Vermont 121 Unit 1,2,4,5,6, Grafton, VT 05146

OFFICE SPACE AVAILABLE. The Windham Walkups now available for rent. Second floor office spaces now available above the Grafton Garage in Grafton Village VT. 5 separate office spaces are available and vary in rent based on size from $475-$650/month. Rent includes heat, electric and plowing. Shared parking area located just behind building. Two shared bathrooms and kitchenette space. Work remotely

Jessica Landers Barrett and Valley Associates Inc.

21 Vermont 121 Unit 1,2,4,5,6, Grafton, VT 05146
/11
$2,000

Total Monthly Price
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Townhouse for Rent
2864 Fort Bridgman Rd Unit 2, Vernon, VT 05354

This property at 2864 Fort Bridgman Rd Unit #3 features 3 levels; a finished basement with laundry; 1st floor with kitchen/Livingroom and 2rd floor with bedrooms and bathroom. totaling 2 bedrooms and 1 bathroom within a total of 1,000 square feet. The living room offers ample space for relaxation and entertainment, while the bathroom includes a tub/shower combination for convenience. Each

2864 Fort Bridgman Rd Unit 2, Vernon, VT 05354
/32
$4,000 Per Month
- 3 Beds
- 3.5 Baths
- 2,080 Sq Ft
- House for Rent
194 Main St, Grafton, VT 05146

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.

Jessica Landers Barrett and Valley Associates Inc.

194 Main St, Grafton, VT 05146

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