Top Winter Vacations - Vacation Rentals in Brainard

A Haven of Rest in Stately Historic Home Cozy 2nd floor Suite. From US $116
         

Cozy lake house From US $298
         

9.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Huttopia Berkshires From US $190
         

10.0 (7 Reviews)
RV Rental
  • Parking
  • Pet Friendly
  • Pool
Get away and get back to nature! From US $137
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Fireplace/Heating
  • Child Friendly
Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace From US $224
         

Escape for the weekend! From US $167
         

9.6 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Brainard

Over 43+ Luxury Places to Stay in or Near Brainard
Hudson Valley 10 Bedroom Compound with pond and tennis court From US $1,757
         

Sweeping Mountain Views in the Berkshires From US $922
         

9.6 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Monk's Bunk, Old Chatham From US $371
         

10.0 (1 Review)
Other
  • Air Conditioner
  • Parking
  • TV
Home on Malden Bridge, Columbia County, New York From US $296
         

Top-Rated Vacation Rentals with a Pool in Brainard

Over 7+ Top-Rated Vacation Rentals with a Pool in or Near Brainard
Huttopia Berkshires From US $148
         

9.7 (3 Reviews)
Other
  • Parking
  • Pet Friendly
  • Pool
Restored historic farmhouse on 25 private acres From US $464
         

10.0 (1 Review)
Other
  • Air Conditioner
  • Parking
  • Pool
Samuel Wilbur Estate ~ Established 1810 From US $750
         

9.6 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Star Gazer Farm From US $216
         

9.4 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Your Dream House: Pine Log Chalet, Sauna, Outdoor Pool From US $270
         

Pet-Friendly Vacation Rentals in Brainard

Over 7+ Pet-Friendly Vacation Rentals in or Near Brainard
Spacious 3 BR Apt, near Rail Trail, porch/grill From US $214
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hudson Old Chatham Loft From US $215
         

New
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautifully Renovated Exposed Beam Bungalow From US $225
         

See More Pet-Friendly Vacation Rentals in Brainard on PetFriendly.io

Large Vacation Homes & Villas in Brainard

Over 4+ Large Vacation Homes & Villas in or Near Brainard
Inn at Silver Maple Farm From US $239
         

9.3 (66 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
4BR Berkshire Beauty w/ Patio, BBQ, and a Million Dollar View From US $299
         

4.0 (1 Review)
Ski Chalet
  • Bedding/Linens
  • Child Friendly
  • Laundry

Brainard Varoom and Airbnb Places to Stay Under $200

Over 7+ Brainard Varoom and Airbnb Places to Stay Under $200
Hudson River Valley/Berkshires Rural Retreat From US $184
         

9.8 (36 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Inn at Silver Maple Farm From US $178
         

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9.8 (98 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Cozy Cottage in the Woods From US $157
         

10.0 (6 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Charming Upstate Loft From US $150
         

5.0 (6 Reviews)
House
  • Air Conditioner
  • Bedding/Linens
  • Kitchen

Instantly Bookable Vacation Homes in Brainard

Over 6+ Instantly Bookable Vacation Homes in or Near Brainard
Round House From US $205
         

10.0 (2 Reviews)
Cottage
  • Air Conditioner
  • Security/Safety
  • Sports/Activities
Hilltop House From US $535
         

New
House
  • Air Conditioner
  • Parking
  • TV
Elegant Upstate Sanctuary on 20 Acres From US $477
         

Artists’ Hideaway in Old Chatham From US $443
         

New
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace

About Brainard Vacation Rentals

With more than 52 Brainard vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Topwintervacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Brainard.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Topwintervacations Brainard, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Brainard. Places to stay near Brainard are 1014.79 ft² on average, with prices averaging $394 a night.

Topwintervacations makes it easy and safe to find and compare vacation rentals in Brainard with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Brainard

Type Count
Vacation Homes 28
Cottages 6
Holiday Apartments 5
Others 4
B&B 2
Cabin Rentals 2
Ski Chalet Rentals 2
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Brainard

Pro Tip: Topwintervacations makes it easy to compare the best listings on Topwintervacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Topwintervacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Brainard.

Weather in Brainard

View the weather forecast for Brainard before booking your Brainard Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F