Arenal Villas - Vacation Rentals in Shakespeare

Debonaire Suite: Luxurious - Cozy - Downtown From US $145
         

10.0 (53 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Stone's Throw Stratford From US $228
         

10.0 (34 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Opus 74 Bed & Breakfast From US $155
         

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10.0 (131 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
This Listing is not yet Live From US $372
         

New
Cabin
  • Security/Safety
  • Child Friendly
17 Bay Street Your Home away from Home From US $183
         

5.0 (47 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Bedding/Linens
Relaxing retreat in the country From US $291
         

10.0 (110 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Shakespeare

Over 229+ Luxury Places to Stay in or Near Shakespeare
Modern & Spacious 1908 Home From US $419
         

New
House
  • Air Conditioner
  • Parking
  • Security/Safety
Hotel Julie From US $322
         

7.6 (41 Reviews)
Hotel
  • Security/Safety
  • Sports/Activities
  • Guest Services
4 BD Family Retreat - Basement not Included From US $313
         

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8.8 (70 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Lake Suite with Sunroom by Henry House Stays From US $307
         

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9.1 (52 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Western Plus The Arden Park Hotel From US $240
         

9.0 (1143 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Upper Welly Retreat From US $231
         

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9.1 (15 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Guest Services
Ambassador's Inn Next Door From US $208
         

8.4 (29 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View

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 $142
         

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10.0 (73 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Stratford Suburban Motel From US $157
         

9.4 (458 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Stratford Suburban Motel From US $150
         

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9.0 (193 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Best Western PLUS The Arden Park Hotel From US $128
         

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8.6 (670 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Majers Motel From US $110
         

8.2 (717 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Rodeway Inn Festival From US $140
         

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7.3 (445 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Plums Unit 2: Downtown - King From US $199
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
#5 · The Palatial - 1500 sq feet of amazing space. From US $755
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Shakespeare

Over 29+ Pet-Friendly Vacation Rentals in or Near Shakespeare
The Artist's Loft From US $110
         

9.2 (13 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Lake Suite at Henry House Stays From US $349
         

10.0 (15 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Gazardiel Stone Maiden Inn From US $166
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
River Facing Condo - 2 bedroom w/kitchen From US $184
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Brakiel Stone Maiden Inn From US $157
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Carriage House Suite Downtown Stratford From US $248
         

9.8 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Patio Suite at Henry House Stays From US $377
         

9.6 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Shakespeare

Over 2+ Large Vacation Homes & Villas in or Near Shakespeare
The Happy House - 5 bedrooms! Right downtown. From US $892
         

9.2 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
5-bedroom bungalow with pool, Hot tub, fire pit, play ground, in CrossHill On From US $522
         

Wheelchair Accessible Vacation Homes in Shakespeare

Over 35+ Wheelchair Accessible Vacation Homes in or Near Shakespeare
The Parlour Inn, an Ascend Collection Hotel From US $105
         

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8.5 (318 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Foster's Inn From US $134
         

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9.0 (451 Reviews)
Hotel
  • Air Conditioner
  • Designated Smoking Area
  • TV
Bradshaw Lofts: The Tapestry From US $165
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Bradshaw Lofts: The Sandalwood From US $137
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Bradshaw Lofts: The Foundry From US $187
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Bradshaw Lofts: The Songbird From US $149
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Bradshaw Lofts: The Kensington From US $239
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV
Bradshaw Lofts: The Caryndale From US $211
         

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

Shakespeare Vacation Rentals and Airbnb Places to Stay Under $200

Over 106+ Shakespeare Vacation Rentals and Airbnb Places to Stay Under $200
Bradshaw Lofts The Brixton King Suite From US $162
         

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9.7 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Accessibility
A Garden Stroll B&B From US $166
         

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9.4 (134 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Debonaire Suite: Modern - Calm - Downtown From US $183
         

10.0 (31 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Private Getaway | Stratford 10min | Spa Add-on Options From US $151
         

Lot 44: Wood Forbes Unit 5 (King + Fireplace) From US $198
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Glyn Rhosyn Loft Retro Pinball meets Modern Elegance From US $166
         

Lot 44: Wood Forbes Unit 4 (King) From US $151
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Shakespeare

Over 107+ Instantly Bookable Vacation Homes in or Near Shakespeare
Hathaways Cottage. A Stratford Bed & Breakfast From US $212
         

9.8 (55 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Boho Chic Suite - walk to dwntwn/free prkg/Netflix From US $201
         

10.0 (32 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Modern & Spacious 1908 Home From US $453
         

10.0 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Stone's Throw Stratford - The Loft plus 1 bedroom From US $291
         

Gateway Inn: Harmony Loft 2BRM From US $311
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About Shakespeare Vacation Rentals

With more than 238 Shakespeare vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Arenalvillas 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 Arenalvillas 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 346.95 ft² on average, with prices averaging US $234 a night.

Arenalvillas 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 101
Vacation Homes 52
Hotels 46
B&B 20
Cabin Rentals 3

Use these Quick Filters to Find a Vacation Rental in Shakespeare

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

Shakespeare Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Shakespeare?
How many vacation rentals are available in Shakespeare?

Currently, the total number of properties listed in 2026 is over 238 in the Shakespeare area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Shakespeare.