Hotels In Bradenton - Vacation Rentals in Old Town Winchester

SpringHill Suites Winchester From US $128
         

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9.3 (235 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Comfort Inn & Suites Winchester From US $106
         

9.4 (1101 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
TownePlace Suites Winchester From US $107
         

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9.3 (63 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
The George Washington Hotel, A Wyndham Grand Hotel From US $143
         

Hampton Inn Winchester From US $105
         

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9.1 (338 Reviews)
Hotel
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  • Pool
SpringHill Suites by Marriott Winchester From US $117
         

9.4 (803 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The George Washington - A Wyndham Grand Hotel From US $212
         

La Quinta Inn & Suites by Wyndham Winchester From US $100
         

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9.2 (2252 Reviews)
Hotel
  • Air Conditioner
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  • Pet Friendly

Luxury Places to Stay in Old Town Winchester

Over 110+ Luxury Places to Stay in or Near Old Town Winchester
Scarborough Fair walk to downtown two story apt From US $392
         

9.8 (6 Reviews)
Apartment
  • Air Conditioner
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  • Pet Friendly
Nostalgia Lane in the heart of the city From US $320
         

9.0 (14 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Charming 3-bedroom house in wonderful Winchester with WiFi, AC From US $286
         

3.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Cleveland Park awesome Winchester 2 BR 1st fl napt. walk to everything! From US $281
         

Top-Rated Vacation Rentals with a Pool in Old Town Winchester

Over 26+ Top-Rated Vacation Rentals with a Pool in or Near Old Town Winchester
Microtel Inn & Suites by Wyndham Winchester From US $92
         

Quality Inn Winchester From US $90
         

9.2 (1000 Reviews)
Hotel
  • Air Conditioner
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  • Pool
Hampton Inn Winchester N/Conference Center, VA From US $120
         

9.2 (857 Reviews)
Hotel
  • Air Conditioner
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  • Pool
Holiday Inn Winchester Se-Historic Gateway by IHG From US $92
         

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9.0 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Winchester-University/Mall Area From US $115
         

9.0 (1000 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Courtyard by Marriott Winchester From US $116
         

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9.0 (929 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Fairfield Inn & Suites by Marriott Winchester From US $101
         

9.0 (816 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express Hotel & Suites Winchester by IHG From US $132
         

Pet-Friendly Vacation Rentals in Old Town Winchester

Over 37+ Pet-Friendly Vacation Rentals in or Near Old Town Winchester
Cozy English Basement Apt quiet but close to downtown From US $102
         

9.6 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
King Bed Farmhouse Valley Views From US $194
         

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9.7 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Roof Inn Winchester, VA From US $68
         

7.4 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Overlook From US $218
         

8.0 (14 Reviews)
Cabin
  • Air Conditioner
  • Pet Friendly
  • TV
Cabin on a farm stay with roaming peecocks From US $196
         

7.6 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Lofts for weekly rentals! 2 miles from historic downtown. From US $63
         

6.0 (2 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Balcony/Terrace
Charming Loft In Winchester Va, Furnished and all Inclusive From US $74
         

5.8 (7 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
The Blue Door steps from Handley Library From US $102
         

5.4 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Old Town Winchester

Over 4+ Large Vacation Homes & Villas in or Near Old Town Winchester
Pure Luxury, Grill and Fireplace From US $388
         

9.6 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Modern Log House First Level Primary From US $225
         

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New
House
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Wheelchair Accessible Vacation Homes in Old Town Winchester

Over 25+ Wheelchair Accessible Vacation Homes in or Near Old Town Winchester
La Quinta by Wyndham Winchester From US $106
         

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8.9 (1778 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Spark by Hilton Winchester From US $87
         

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9.0 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Tru By Hilton Winchester, Va From US $124
         

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8.9 (370 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • Pool
Country Inn & Suites by Radisson, Winchester, VA From US $89
         

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8.8 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express and Suites Winchester by IHG From US $147
         

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8.9 (161 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Candlewood Suites Winchester by IHG From US $96
         

8.8 (552 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Hampton Inn Winchester-University/Mall From US $121
         

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8.8 (143 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hilton Garden Inn Winchester From US $114
         

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8.8 (516 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Old Town Winchester Varoom and Airbnb Places to Stay Under $200

Over 56+ Old Town Winchester Varoom and Airbnb Places to Stay Under $200
The Queen of Winchester From US $145
         

7.0 (1 Review)
Apartment
  • Parking
  • Security/Safety
  • Child Friendly
Secret Gardens Carriage House From US $112
         

9.8 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Travelodge by Wyndham Winchester From US $74
         

8.6 (1087 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
City Charmer near Historic OldTown Winchester. From US $129
         

10.0 (60 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Colonial Getaway near Old Town Historic Winchester From US $170
         

Cameron Grace Brand New 1BR 1BA apt downtown Winchester From US $184
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Pretty Little Apt by the Train II From US $165
         

9.8 (7 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

Instantly Bookable Vacation Homes in Old Town Winchester

Over 23+ Instantly Bookable Vacation Homes in or Near Old Town Winchester
Morocco Loft 2BR overlooking city walking mall From US $219
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Rosamond nice downtown studio apt From US $193
         

8.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Yellow Submarine trendy basement apt and courtyard From US $257
         

The Stock Exchange downtown 3rd floor studio apt From US $135
         

6.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV

About Old Town Winchester Vacation Rentals

With more than 52 Old Town Winchester vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hotelsinbradenton 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 Old Town Winchester.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Hotelsinbradenton Old Town Winchester, 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 Old Town Winchester. Places to stay near Old Town Winchester are 214.27 ft² on average, with prices averaging $100 a night.

Hotelsinbradenton makes it easy and safe to find and compare vacation rentals in Old Town Winchester 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 Old Town Winchester

Type Count
Hotels with Suites 52

Use these Quick Filters to Find a Vacation Rental in Old Town Winchester

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

Weather in Old Town Winchester

View the weather forecast for Old Town Winchester before booking your Old Town Winchester 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