Villa Bay - Vacation Rentals in Madison

Gorgeous Mountain View, 3 BR Home! From US $277
         

9.8 (176 Reviews)
House
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  • Pet Friendly
Shea Chalet From US $390
         

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8.0 (1 Review)
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  • Pet Friendly
Purity Spring Resort From US $107
         

8.8 (191 Reviews)
Hotel
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  • Pool
New Hampshire Vacation Rental - Walk to Beach! From US $315
         

Mountain Ski House w/hot tub, wrap around deck, panoramic views! From US $526
         

Luxury Places to Stay in Madison

Over 150+ Luxury Places to Stay in or Near Madison
Presidential Dr From US $1,034
         

New
Apartment
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Indoor Saltwater Pool | Sauna | Mountain Views From US $905
         

10.0 (12 Reviews)
Villa
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  • Pet Friendly
Brand new Mountain Side Family Retreat From US $760
         

9.6 (5 Reviews)
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  • TV
Sunny Waterfront House on Big Pea Pond w/Private Sandy Beach From US $607
         

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9.2 (20 Reviews)
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6 Middle Shore Drive From US $602
         

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New
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Mountain Lake Getaway From US $576
         

New
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Top-Rated Vacation Rentals with a Pool in Madison

Over 7+ Top-Rated Vacation Rentals with a Pool in or Near Madison
Purity Spring Resort From US $162
         

8.2 (88 Reviews)
Hotel
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  • Pool
Bear Paw Chalet - Mountain View From US $331
         

10.0 (3 Reviews)
Ski Chalet
  • Air Conditioner
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  • Pet Friendly
Indoor Pool and Sauna, Dog and Family Friendly From US $818
         

5.0 (13 Reviews)
Villa
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  • Pet Friendly
  • Pool

Pet-Friendly Vacation Rentals in Madison

Over 51+ Pet-Friendly Vacation Rentals in or Near Madison
15 Chocorua View Drive From US $500
         

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10.0 (1 Review)
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  • Pet Friendly
  • Wheelchair Accessible
  • Balcony/Terrace
Conway Home w/Game Room: 5 Private Beaches From US $430
         

10.0 (7 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Stunning Design-HTub-Game Rm-Camping Theme Bedrm From US $373
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Summer Retreat in the White Mountains; Private Lakes & Hiking. From US $479
         

Serene Forest Chalet - A White Mountains Adventure From US $271
         

9.6 (5 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Madison on PetFriendly.io

Large Vacation Homes & Villas in Madison

Over 40+ Large Vacation Homes & Villas in or Near Madison
Mountain and Lake Getaway From US $360
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Madison Varoom and Airbnb Places to Stay Under $200

Over 11+ Madison Varoom and Airbnb Places to Stay Under $200
Beautiful, updated cozy cottage. Just minutes away from North Conway! From US $177
         

Cozy Cabin in White Mountains of NH From US $87
         

New
House
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  • Wellness Facilities
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The Hill: guesthouse with views surrounded by nature From US $104
         

7.2 (9 Reviews)
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Charming Comfortable Cottage at Windcroft Stables From US $96
         

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Instantly Bookable Vacation Homes in Madison

Over 44+ Instantly Bookable Vacation Homes in or Near Madison
Modern Farmhouse Vacation Home From US $425
         

10.0 (13 Reviews)
House
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  • TV
Redwood Retreat | Lake Access From US $256
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV

About Madison Vacation Rentals

With more than 159 Madison vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Villa Bay 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 Madison.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Villa Bay Madison, 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 Madison. Places to stay near Madison are 970.21 ft² on average, with prices averaging $397 a night.

Villa Bay makes it easy and safe to find and compare vacation rentals in Madison 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 Madison

Type Count
Vacation Homes 108
Ski Chalet Rentals 29
Cabin Rentals 11
Cottages 6
Hotels with Suites 2
Villas 2
Holiday Apartments 1

Use these Quick Filters to Find a Vacation Rental in Madison

Pro Tip: Villa Bay makes it easy to compare the best listings on Villa Bay homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Villa Bay 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 Madison.

Weather in Madison

View the weather forecast for Madison before booking your Madison 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