Book the Best Places to Stay in Chestnut Hills

Find Curated Vacation Rentals, Boutique Cabins, and Stylish Eco-Friendly Acommodation in Chestnut Hills

Property Image From $746
         

10.0 (350 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $148
         

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9.4 (142 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Property Image From $244
         

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10.0 (138 Reviews)
Apartment
  • 850 ft² Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $409
         

10.0 (69 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Property Image From $184
         

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New
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $711
         

9.8 (237 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $172
         

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5.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Chestnut Hills

Over 1388+ Luxury Places to Stay in or Near Chestnut Hills
Property Image From $2,026
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,863
         

10.0 (120 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,827
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,712
         

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New
House
  • Air Conditioner
  • Accessibility
  • Security/Safety
Property Image From $1,374
         

New
House
  • Parking
  • Accessibility
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Chestnut Hills

Over 101+ Top-Rated Vacation Rentals with a Pool in or Near Chestnut Hills
Property Image From $110
         

10.0 (59 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $159
         

Property Image From $495
         

10.0 (25 Reviews)
House
  • 2509 ft² House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $116
         

Property Image From $96
         

Pet-Friendly Vacation Rentals in Chestnut Hills

Over 453+ Pet-Friendly Vacation Rentals in or Near Chestnut Hills
Property Image From $131
         

9.8 (450 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $752
         

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10.0 (6 Reviews)
Apartment
  • Pet Friendly
  • Accessibility
  • Security/Safety
Property Image From $427
         

10.0 (47 Reviews)
House
  • 4682 ft² House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $336
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $1,134
         

9.8 (71 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $296
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Accessibility

Large Vacation Homes & Villas in Chestnut Hills

Over 139+ Large Vacation Homes & Villas in or Near Chestnut Hills
Property Image From $211
         

7.4 (19 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $376
         

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10.0 (28 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Property Image From $246
         

10.0 (13 Reviews)
House
  • 2744 ft² House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $147
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety

Wheelchair Accessible Vacation Homes in Chestnut Hills

Over 263+ Wheelchair Accessible Vacation Homes in or Near Chestnut Hills
Property Image From $194
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
Property Image From $378
         

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9.8 (944 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $496
         

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9.8 (18 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $423
         

Property Image From $321
         

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9.7 (142 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $436
         

9.4 (69 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV

Chestnut Hills Varoom and Airbnb Places to Stay Under $200

Over 540+ Chestnut Hills Varoom and Airbnb Places to Stay Under $200
Property Image From $156
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $93
         

10.0 (32 Reviews)
House
  • 1323 ft² House
  • Air Conditioner
  • Parking
  • TV
Property Image From $143
         

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9.8 (749 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Property Image From $149
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $132
         

9.4 (382 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $198
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety

Instantly Bookable Vacation Homes in Chestnut Hills

Over 700+ Instantly Bookable Vacation Homes in or Near Chestnut Hills
Property Image From $443
         

Property Image From $404
         

9.8 (132 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Property Image From $211
         

Property Image From $271
         

10.0 (201 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $283
         

10.0 (85 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $132
         

9.6 (143 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Chestnut Hills Vacation Rentals

With more than 1397 Chestnut Hills vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Bettertrips 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 Chestnut Hills.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Bettertrips Chestnut Hills, 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 Chestnut Hills. Places to stay near Chestnut Hills are 908.37 ft² on average, with prices averaging $312 a night.

Bettertrips makes it easy and safe to find and compare vacation rentals in Chestnut Hills 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 Chestnut Hills

Type Count
Vacation Homes 632
Holiday Apartments 346
Hotels with Suites 117
Cottages 47
B&B 31
Villas 27
Cabin Rentals 22
Ski Chalet Rentals 9
Resorts 3

Use these Quick Filters to Find a Vacation Rental in Chestnut Hills

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

Weather in Chestnut Hills

View the weather forecast for Chestnut Hills before booking your Chestnut Hills 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

Complexes around Chestnut Hills, NC