Stay30 - Vacation Rentals in Chesterland

Property Image From US $172
         

10.0 (95 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $81
         

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9.0 (4 Reviews)
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Property Image From US $217
         

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9.6 (13 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Restaurant
Property Image From US $329
         

10.0 (69 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $172
         

10.0 (187 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $178
         

10.0 (84 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $144
         

10.0 (58 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Chesterland

Over 606+ Luxury Places to Stay in or Near Chesterland
Property Image From US $922
         

Property Image From US $905
         

Property Image From US $617
         

Property Image From US $570
         

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New
House
  • Air Conditioner
  • View
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Chesterland

Over 74+ Top-Rated Vacation Rentals with a Pool in or Near Chesterland
Property Image From US $383
         

10.0 (39 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $296
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $145
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $219
         

10.0 (15 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $399
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $264
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Chesterland

Over 251+ Pet-Friendly Vacation Rentals in or Near Chesterland
Property Image From US $376
         

10.0 (41 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $256
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • View
Property Image From US $179
         

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New
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $146
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $242
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Chesterland

Over 68+ Large Vacation Homes & Villas in or Near Chesterland
Property Image From US $488
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $254
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $295
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Property Image From US $178
         

10.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • TV
Property Image From US $257
         

9.8 (28 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $361
         

Wheelchair Accessible Vacation Homes in Chesterland

Over 78+ Wheelchair Accessible Vacation Homes in or Near Chesterland
Property Image From US $228
         

9.8 (7 Reviews)
House
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Property Image From US $70
         

4.8 (194 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $135
         

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9.4 (1014 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Chesterland Varoom and Airbnb Places to Stay Under $200

Over 369+ Chesterland Varoom and Airbnb Places to Stay Under $200
Property Image From US $102
         

Property Image From US $146
         

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10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Property Image From US $181
         

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9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • View
  • Ocean View
Property Image From US $185
         

10.0 (32 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $148
         

10.0 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $116
         

10.0 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From US $197
         

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

Instantly Bookable Vacation Homes in Chesterland

Over 271+ Instantly Bookable Vacation Homes in or Near Chesterland
Property Image From US $325
         

10.0 (22 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Property Image From US $240
         

10.0 (5 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Property Image From US $226
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Chesterland Vacation Rentals

With more than 615 Chesterland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Stay30 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 Chesterland.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Stay30 Chesterland, 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 Chesterland. Places to stay near Chesterland are 830.11 ft² on average, with prices averaging $222 a night.

Stay30 makes it easy and safe to find and compare vacation rentals in Chesterland 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 Chesterland

Type Count
Vacation Homes 396
Holiday Apartments 93
Hotels with Suites 76
Cottages 13
Cabin Rentals 8
Others 7
Villas 4
B&B 2

Use these Quick Filters to Find a Vacation Rental in Chesterland

Pro Tip: Stay30 makes it easy to compare the best listings on Stay30 homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stay30 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 Chesterland.

Weather in Chesterland

View the weather forecast for Chesterland before booking your Chesterland 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