Hotels Las Vegas Strip - Where to Stay 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 $444
         

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9.8 (44 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Original cozy farmhouse homestead 2 blocks from the bike path and From US $564
         

10.0 (123 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
Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/Friends & Family From US $460
         

Cottage gem: Spotless, secluded & bring the dog! From US $553
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Westport

Over 131+ Luxury Places to Stay in or Near Westport
Modern Shorewood Hills Home From US $942
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Alluring 3 Bedroom 3 Bathroom ➕️ Jacuzzi Jet Bathtub From US $564
         

10.0 (1 Review)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Mansion Hill Inn From US $459
         

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9.6 (24 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
Par-fect Escape on Lake Windsor Golf Course From US $435
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Mansion Hill Inn From US $371
         

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9.8 (188 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
The Madison Concourse Hotel From US $355
         

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8.8 (1192 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Westport

Over 24+ Top-Rated Vacation Rentals with a Pool in or Near Westport
Free Breakfast. Pool and Hot Tub. Downtown Area From US $251
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn & Suites Madison/Downtown From US $151
         

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9.6 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Best Western Premier Park Hotel From US $156
         

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9.6 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
SpringHill Suites by Marriott Madison From US $184
         

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9.6 (721 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Madison Concourse Hotel and Governor's Club From US $161
         

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9.4 (3834 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
DoubleTree by Hilton Madison East From US $113
         

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9.4 (1020 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Edgewater From US $299
         

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9.2 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Westport

Over 48+ Pet-Friendly Vacation Rentals in or Near Westport
Hotel Indigo - Madison Downtown by IHG From US $240
         

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9.3 (281 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Dylin From US $108
         

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9.4 (144 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxurious Living 1 Block from Lake. From US $151
         

9.8 (56 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
114 State St # 1 Madison WI From US $57
         

9.8 (7 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
*No Cleaning Fee* East Side Home Kid+Pet Friendly From US $299
         

9.6 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Westport on PetFriendly.io

Large Vacation Homes & Villas in Westport

Over 2+ Large Vacation Homes & Villas in or Near Westport

Wheelchair Accessible Vacation Homes in Westport

Over 26+ Wheelchair Accessible Vacation Homes in or Near Westport
The Edgewater From US $310
         

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9.2 (163 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Free Breakfast. Pool. Downtown Location. Great for Business Travelers! From US $213
         

DoubleTree by Hilton Madison Downtown From US $162
         

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9.6 (1000 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
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
Jacuzzi 1BR loft w/den/office-open concept From US $124
         

New
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Westport Vacation Rentals and Airbnb Places to Stay Under $200

Over 70+ Westport Vacation Rentals and Airbnb Places to Stay Under $200
SpringHill Suites Madison From US $194
         

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9.2 (134 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hotel Indigo Madison Downtown by IHG From US $169
         

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9.6 (825 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
114 State St # 3, Madison WI From US $83
         

10.0 (1 Review)
Apartment
  • Security/Safety
  • Child Friendly
Cape Cod Loft + King Bed From US $196
         

8.8 (5 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
Arts and Crafts Near West Home and Garden WiFi, AC From US $198
         

Cozy 2 bedroom house in thriving Eken Park! From US $156
         

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

Instantly Bookable Vacation Homes in Westport

Over 17+ Instantly Bookable Vacation Homes in or Near Westport
Cottage Suite Whirlpool Tub From US $278
         

9.8 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Fantastic 3-bedroom house with AC in enchanting Windsor From US $253
         

2.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
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 140 Westport vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hotelslasvegasstrip 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 Hotelslasvegasstrip 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 414.75 ft² on average, with prices averaging US $249 a night.

Hotelslasvegasstrip 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 48
Vacation Homes 46
Holiday Apartments 33
B&B 3
Cabin Rentals 1
Cottages 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Westport

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

Westport Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Westport?
Which vacation homes in Westport are best for families?

If you are looking for a family-friendly vacation home in Westport, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Westport:

How many vacation rentals are available in Westport?

Currently, the total number of properties listed in 2026 is over 140 in the Westport area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Westport.