Naramata Wineries - Vacation Rentals in Chestnut Hill

The Lee From US $92
         

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6.9 (117 Reviews)
Apartment
  • Air Conditioner
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  • Pet Friendly
Classic 2-Bedroom Condo w/Free Parking From US $142
         

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6.5 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Child Friendly
Casa Dora From US $380
         

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8.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Waverly Cottage From US $450
         

8.5 (2 Reviews)
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  • Air Conditioner
  • Parking
  • Child Friendly
Herman Castle From US $289
         

8.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
5 min to DT-Multicade Arcade-Scenic-Nature Trails From US $325
         

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10.0 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View

Luxury Places to Stay in Chestnut Hill

Over 1396+ Luxury Places to Stay in or Near Chestnut Hill
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New
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Spacious Nashville apartment near Downtown & BNA From US $7,617
         

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New
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Luxury Townhouse With Exclusive Rooftop Hot Tub From US $7,585
         

New
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SoBro Guest House by AvantStay by AvantStay From US $5,785
         

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Rooftop Near Gulch AND Broadway Sleep 12 From US $4,979
         

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Starr Piano - Highball and Bellamy Suites - 8 bedroom From US $4,949
         

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New
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Top-Rated Vacation Rentals with a Pool in Chestnut Hill

Over 336+ Top-Rated Vacation Rentals with a Pool in or Near Chestnut Hill
Grand Ole Nashville- Walk to Broadway & Honky Tonks! From US $777
         

One-Of-A-Kind! Roll Up Garage Door-Pool, Speakeasy From US $558
         

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10.0 (2 Reviews)
House
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  • Pool
The Sound Wave on Music Row Close to Broadway w Pool From US $534
         

The Savant From US $464
         

10.0 (2 Reviews)
House
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  • Pool
2 BDR Riverfront Living in Downtown Nashville From US $455
         

10.0 (2 Reviews)
House
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  • Pet Friendly
Amazing Downtown Condo w Pool Free Parking 104 From US $226
         

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10.0 (2 Reviews)
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The 1865 Nashville Experience With Speakeasy, Pool & Parking From US $181
         

Pet-Friendly Vacation Rentals in Chestnut Hill

Over 493+ Pet-Friendly Vacation Rentals in or Near Chestnut Hill
NashOasis 10 Min to DT, Gameroom, Huge Yard From US $921
         

10.0 (3 Reviews)
House
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  • Pet Friendly
  • View
Game Room & Rooftop Deck at Downtown Nashville From US $1,224
         

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10.0 (2 Reviews)
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  • Pet Friendly
Nashville Fatherland Cottage From US $923
         

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10.0 (2 Reviews)
House
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  • Pet Friendly
Moments on Moore From US $587
         

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10.0 (2 Reviews)
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  • Pet Friendly
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The Gambler - Pool Table Plus Rooftop with Firepit From US $386
         

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10.0 (2 Reviews)
House
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  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Chestnut Hill

Over 595+ Large Vacation Homes & Villas in or Near Chestnut Hill
The NEW Nashview Rooftop-Skyline View - Sleeps 12 From US $1,118
         

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10.0 (3 Reviews)
House
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Modern Multi-Level Retreat with Rooftop Hot Tub From US $484
         

10.0 (3 Reviews)
Apartment
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Ultra Modern Pad Minutes To Downtown Comfortable Beds From US $420
         

10.0 (3 Reviews)
House
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Skyline Luxury - Rooftop Deck- King Suites-Garage From US $1,548
         

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10.0 (2 Reviews)
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Luxury Townhome! Rooftop-Game Room! Near Broadway! From US $1,183
         

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10.0 (2 Reviews)
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Great Location, Large Home - Roof Deck, Walk to Ni From US $1,144
         

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10.0 (2 Reviews)
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Hot Tub Poker Pool Table & Rooftop City MLS View From US $826
         

Wheelchair Accessible Vacation Homes in Chestnut Hill

Over 134+ Wheelchair Accessible Vacation Homes in or Near Chestnut Hill
Renovated Pet-Friendly Nashville Home with Pvt Yard From US $245
         

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10.0 (2 Reviews)
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Jolene on Main 205 From US $369
         

9.7 (3 Reviews)
Apartment
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  • Wheelchair Accessible
  • Accessibility
Illume 305 From US $222
         

9.6 (7 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
All Access Pass #104 From US $95
         

9.1 (23 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
WestWood Shed in Nashville by Geodis Vanderbilt Belmont, 1 Accessible From US $370
         

Tiger Lily From US $155
         

9.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
Chic on Main From US $209
         

8.7 (19 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Life of the Party, Unit #418 From US $208
         

8.4 (7 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Wheelchair Accessible

Chestnut Hill Vacation Rentals and Airbnb Places to Stay Under $200

Over 137+ Chestnut Hill Vacation Rentals and Airbnb Places to Stay Under $200
Stylish Midtown Condo Near Vanderbilt & Parthenon From US $183
         

10.0 (3 Reviews)
Apartment
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  • Accessibility
Nashville palace The home away from home From US $171
         

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10.0 (2 Reviews)
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Rustic Studio Walkable to Music Row! by Stay Local Nashville From US $160
         

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10.0 (2 Reviews)
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Urban Hideaway Cozy Studio with Pool Access From US $151
         

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10.0 (2 Reviews)
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Hey Nashville Gorgeous Townhome 4 Bedrooms 4.5 Bathrooms From US $136
         

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10.0 (2 Reviews)
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The Commodore by Stay Local Nashville From US $185
         

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10.0 (1 Review)
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Bright Condo by Vanderbilt and Belmont, 3 miles to Downtown From US $185
         

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10.0 (1 Review)
Apartment
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  • Pet Friendly
7 Min drive to Broadway- Walkable Neighborhood From US $184
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Chestnut Hill Vacation Rentals

With more than 1405 Chestnut Hill vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Naramatawineries 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 Hill.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Naramatawineries Chestnut Hill, 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 Hill. Places to stay near Chestnut Hill are 1674.66 ft² on average, with prices averaging US $635 a night.

Naramatawineries makes it easy and safe to find and compare vacation rentals in Chestnut Hill 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 Hill

Type Count
Vacation Homes 819
Holiday Apartments 470
Hotels 112
Villas 2
Hostels 1
Resorts 1

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

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

Weather in Chestnut Hill

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

Chestnut Hill Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Chestnut Hill?
How many vacation rentals are available in Chestnut Hill?

Currently, the total number of properties listed in 2026 is over 1405 in the Chestnut Hill area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chestnut Hill.