Villa Bay - Vacation Rentals in Shakespeare

Relaxing retreat in the country From US $162
         

10.0 (104 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
A Garden Stroll Bed & Breakfast From US $130
         

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9.2 (51 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Opus 74 Bed & Breakfast From US $138
         

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10.0 (129 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Debonaire Suite: Luxurious - Cozy - Downtown From US $125
         

10.0 (46 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Debonaire Suite: Modern - Calm - Downtown From US $213
         

10.0 (31 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Modern & Spacious 1908 Home From US $308
         

10.0 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Shakespeare

Over 219+ Luxury Places to Stay in or Near Shakespeare
The Secret Garden - Your Private Stratford Escape! From US $851
         

St. George Suites by Hoco Hotels Collection From US $848
         

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8.4 (78 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Ambassador B & B Guest Home From US $631
         

9.8 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
FiveStratford: Luxury Suite in downtown Stratford From US $485
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Ambassador B & B Guest Home From US $471
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
new house. built in 2022nn From US $470
         

9.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Shakespeare

Over 40+ Top-Rated Vacation Rentals with a Pool in or Near Shakespeare
Cottage on Caledonia Bed & Breakfast From US $144
         

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10.0 (64 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Juno Lofts: Memories of Polonnaruwa From US $180
         

9.8 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Juno Lofts: Memories of SoHo From US $233
         

9.6 (13 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Juno Lofts: Memories of Chelsea From US $243
         

9.6 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Stratford Suburban Motel From US $162
         

9.4 (447 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Gateway Inn: Cora's Loft From US $175
         

9.2 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Juno Lofts: Memories of Gastown From US $223
         

9.2 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Best Western Plus The Arden Park Hotel From US $151
         

9.0 (1129 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Shakespeare

Over 29+ Pet-Friendly Vacation Rentals in or Near Shakespeare
Lake Suite with Sunroom | by Henry House Stays From US $207
         

10.0 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Artist's Loft From US $110
         

9.3 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Carriage House Suite Downtown Stratford From US $216
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Patio Suite with Sunroom | by Henry House Stays From US $174
         

9.6 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Stratford Downtown on the Water From US $161
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
An apartment with full kitchen at the historic Bradshaw Lofts, Stratford From US $102
         

River Facing Condo - 2 bedroom w/kitchen From US $184
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Large Vacation Homes & Villas in Shakespeare

Over 1+ Large Vacation Homes & Villas in or Near Shakespeare
The Happy House - 5 bedrooms! Right downtown. From US $371
         

9.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Shakespeare

Over 34+ Wheelchair Accessible Vacation Homes in or Near Shakespeare
Hughson Hall Bed & Breakfast From US $290
         

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9.9 (10 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
The Wallace Suite - Stratford From US $241
         

10.0 (11 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
The Parlour Inn, an Ascend Collection Hotel From US $128
         

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9.2 (737 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
The Lehman Studio Stratford From US $216
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
The Elegant Swan - Steps from Theatre From US $183
         

10.0 (53 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Bradshaw Lofts: The Marrakesh From US $174
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Bradshaw Lofts: The Tapestry From US $133
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Bradshaw Lofts: The Penthouse From US $215
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Shakespeare Varoom and Airbnb Places to Stay Under $200

Over 125+ Shakespeare Varoom and Airbnb Places to Stay Under $200
Cottage on Caledonia Bed & Breakfast From US $119
         

9.6 (52 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • View
A Garden Stroll B&B From US $161
         

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9.4 (126 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Private Getaway | Stratford 10min | Spa Add-on Options From US $122
         

Stone's Throw Stratford - The Loft From US $192
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Berklee Suites of Stratford- Private 1 Bedroom Apartment From US $176
         

Ambassador B & B Guest Home From US $160
         

9.6 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Shakespeare

Over 93+ Instantly Bookable Vacation Homes in or Near Shakespeare
Stone's Throw Stratford - The Loft plus 1 bedroom From US $289
         

Hathaways Cottage. A Stratford Bed & Breakfast From US $212
         

9.8 (55 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Hathaways Cottage. A Stratford Bed & Breakfast From US $231
         

9.8 (75 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Berklee Suites of Stratford- Private 2 Bedroom Suite From US $206
         

9.6 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Ambassador B & B Guest Home From US $303
         

9.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
This Listing is not yet Live From US $369
         

New
Cabin
  • Security/Safety
  • Child Friendly

About Shakespeare Vacation Rentals

With more than 228 Shakespeare 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 Shakespeare.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Villa Bay Shakespeare, 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 Shakespeare. Places to stay near Shakespeare are 331.2 ft² on average, with prices averaging $203 a night.

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

Type Count
Holiday Apartments 93
Vacation Homes 48
Hotels with Suites 47
B&B 21
Cabin Rentals 3

Use these Quick Filters to Find a Vacation Rental in Shakespeare

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 Shakespeare.

Weather in Shakespeare

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

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F