Old Mansions - Vacation Rentals in Westport

The Buckingham Inn From US $130
         

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10.0 (6 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
The Buckingham Inn From US $221
         

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9.8 (43 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Original cozy farmhouse homestead 2 blocks from the bike path and From US $561
         

10.0 (122 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Bonnie's Private City Cabin-Madison's Only Log Cabin Rental From US $103
         

10.0 (71 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Cottage gem: Spotless, secluded & bring the dog! From US $341
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Free Breakfast. Pool and Hot Tub. Downtown Area From US $151
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Westport

Over 126+ Luxury Places to Stay in or Near Westport
Luxurious Living 1 Block from Lake. From US $941
         

9.8 (56 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Shorewood Hills Home From US $931
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Alluring 3 Bedroom 🏡 ➕️ Jacuzzi jet tub From US $500
         

The Edgewater From US $486
         

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9.2 (163 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Westport

Over 25+ Top-Rated Vacation Rentals with a Pool in or Near Westport
Private, yet close to everything! From US $218
         

9.8 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Western Premier Park Hotel From US $118
         

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9.6 (1013 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn & Suites Madison/Downtown From US $119
         

9.6 (1011 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
SpringHill Suites by Marriott Madison From US $146
         

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9.6 (678 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Madison Concourse Hotel and Governor's Club From US $161
         

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9.4 (3386 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
DoubleTree by Hilton Madison East From US $122
         

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9.4 (1010 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
TownePlace Suites by Marriott Madison West/Middleton From US $109
         

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9.4 (143 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Westport

Over 43+ Pet-Friendly Vacation Rentals in or Near Westport
30+ Nights | Pets Welcome | Travel Professionals From US $154
         

Hotel Indigo - Madison Downtown by IHG From US $271
         

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9.2 (350 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Dylin by Mint House From US $160
         

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9.4 (117 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Private Retreat near Lake Mendota, 3600 per month from Oct - May From US $146
         

114 State St # 1 Madison WI From US $83
         

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9.8 (7 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
*No Cleaning Fee* East Side Home Kid+Pet Friendly From US $287
         

9.6 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
LAKEHOUSE 2BR DOWNTOWN! From US $98
         

9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Westport on PetFriendly.io

Wheelchair Accessible Vacation Homes in Westport

Over 27+ Wheelchair Accessible Vacation Homes in or Near Westport
Free Breakfast. Pool. Downtown Location. Great for Business Travelers! From US $113
         

Hampton Inn & Suites Madison Downtown From US $279
         

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9.0 (502 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
DoubleTree by Hilton Madison Downtown From US $113
         

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9.6 (1010 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Jacuzzi Loft-1Br Extnd Stay Near Capitol! From US $119
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Barsala | Cozy 2BD with convenient access to a European-style Food Hall & Market From US $135
         

4.7 (7 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible

Westport Varoom and Airbnb Places to Stay Under $200

Over 66+ Westport Varoom and Airbnb Places to Stay Under $200
201 -Single Queen From US $162
         

10.0 (1 Review)
Hotel
  • Air Conditioner
  • Parking
  • Security/Safety
Mendota Lake House Inn From US $167
         

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8.8 (358 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
114 State St # 3, Madison WI From US $69
         

10.0 (1 Review)
Apartment
  • Security/Safety
  • Child Friendly
Cape Cod Loft + King Bed From US $149
         

8.8 (5 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
Completely Remodeled 2 Bedroom in Atwood Area From US $132
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Instantly Bookable Vacation Homes in Westport

Over 15+ Instantly Bookable Vacation Homes in or Near Westport
Cottage Suite Whirlpool Tub From US $222
         

9.8 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Par-fect Escape on Lake Windsor Golf Course From US $357
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Cute house close to hospital, UW, shops, bike trails and restaurants From US $92
         

Downtown 3BR Walkable Home Near UW, Stadium, Restaurants + Free Parking From US $417
         

10min to Capitol + Prime Location + Pets Welcome From US $161
         

9.8 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Madison Suite From US $113
         

5.0 (3 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • Bedding/Linens
Cattails and Cranes, New Kitchen, Private Patio From US $128
         

5.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly

About Westport Vacation Rentals

With more than 135 Westport vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Old Mansions 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 Westport.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Old Mansions Westport, 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 Westport. Places to stay near Westport are 394.68 ft² on average, with prices averaging $234 a night.

Old Mansions makes it easy and safe to find and compare vacation rentals in Westport 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 Westport

Type Count
Hotels with Suites 48
Vacation Homes 43
Holiday Apartments 31
B&B 3
Cabin Rentals 1
Cottages 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Westport

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

Weather in Westport

View the weather forecast for Westport before booking your Westport 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