360 Vacation Rentals - Vacation Rentals in Chestnutridge

Cozy Condo From US $88
         

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New
Apartment
  • Air Conditioner
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  • Pool
Heavenly Hideaway 2 Bedroom Condo by RedAwning From US $101
         

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10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Chestnutridge

Over 1040+ Luxury Places to Stay in or Near Chestnutridge
'Hilltop Hideaway' Branson Home w/Trampoline! From US $1,085
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Stay 'n Play Branson From US $1,047
         

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10.0 (1 Review)
House
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  • Pet Friendly
5 bed Mountain View Retreat on 8 Acres Near Town From US $845
         

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10.0 (2 Reviews)
House
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  • Pet Friendly
Luxury Cabin w/hot tub, pet frdnly, cmty pool From US $841
         

9.8 (17 Reviews)
House
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  • Parking
  • Pet Friendly
Amenities, Pool, Lake, Gym, Tennis, No stairs From US $812
         

9.8 (84 Reviews)
Cabin
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  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Chestnutridge

Over 711+ Top-Rated Vacation Rentals with a Pool in or Near Chestnutridge
Private Pool, On its own 2 acres, FirePit, Pinball From US $635
         

Accessible 4BR/4BA Golf Villa with Resort Pool and Hot Tub From US $427
         

Close to Outdoor Pool, Jetted Tub, Rustic Lodge! From US $700
         

10.0 (152 Reviews)
House
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  • Pool
Private hot tub, close to community pool From US $775
         

10.0 (125 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Branson Cabin with Two Master Suites! From US $380
         

10.0 (115 Reviews)
Cabin
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Cozy Branson West Cabin! From US $467
         

10.0 (113 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Chestnutridge

Over 204+ Pet-Friendly Vacation Rentals in or Near Chestnutridge
6 Mi to Branson Strip! Lakefront Home w/Fireplace From US $416
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Mayberry Lodge 2 Bedroom Cabin by RedAwning From US $116
         

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10.0 (1 Review)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
6 Mi to Branson Strip! Lakefront Home w/Fireplace From US $286
         

10.0 (84 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Romantic Historic Cottage in the Ozarks! From US $181
         

10.0 (77 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Villa at the Hills - A Grand Branson Vacation! 4 BDR Golf Resort Villa From US $301
         

A-Frame, Bin-zebo & Gas Firepit, Walk to Finley From US $298
         

10.0 (38 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Chestnutridge

Over 238+ Large Vacation Homes & Villas in or Near Chestnutridge
Tranquility Place Villa From US $168
         

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8.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Newly Upgraded! Free Level 2 EV Charging! From US $387
         

10.0 (59 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
The LUX Stonebridge - No Stairs! Close to SDC! From US $201
         

10.0 (59 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Spacious, 3 SUITE Condo! Close to SDC! From US $276
         

10.0 (47 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Chestnutridge

Over 19+ Wheelchair Accessible Vacation Homes in or Near Chestnutridge
Peaceful & No Stairs Minutes to Silver Dollar City From US $208
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Days Inn by Wyndham Ozark Springfield From US $85
         

6.4 (423 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Branson Condo w/Pool Access & Views, 3 Mi Dtwn! From US $236
         

10.0 (67 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Branson Hills Luxury Condo From US $153
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Pool
  • TV
Branson Hills Getaway – Sleeps 6 From US $132
         

9.8 (21 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Cozy Holiday Getaway: Branson Condo 3 Mi to Dtwn! From US $237
         

9.4 (55 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
3 Mi to Dtwn: Inviting Branson Condo w/Balcony From US $158
         

9.4 (53 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Chestnutridge Vacation Rentals and Airbnb Places to Stay Under $200

Over 473+ Chestnutridge Vacation Rentals and Airbnb Places to Stay Under $200
Sunrise Chateau Condo From US $179
         

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New
Apartment
  • Air Conditioner
  • Parking
  • Pool
Dakota Lodge 2 Bedroom Home by RedAwning From US $111
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
stonebridge From US $116
         

10.0 (76 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Lovely 2 Bedroom Condo in StoneBridge! From US $177
         

10.0 (39 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Chestnutridge

Over 708+ Instantly Bookable Vacation Homes in or Near Chestnutridge
The Southwest Place II From US $189
         

10.0 (85 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Guests say amazing views, 2 miles to SDC From US $347
         

9.8 (46 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
SADIE'S COTTAGE - Private Hot Tub and Fire Pit From US $211
         

10.0 (94 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
COZY COTTAGE - Private Hot Tub and Fire Pit From US $214
         

10.0 (88 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Condo with Game Room! Walk to Pool! Close to SDC! From US $439
         

4King Suites, Private Deck, Pool, Restaurant, Golf Course From US $424
         

About Chestnutridge Vacation Rentals

With more than 1049 Chestnutridge vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, 360vacationrentals 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 Chestnutridge.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With 360vacationrentals Chestnutridge, 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 Chestnutridge. Places to stay near Chestnutridge are 955.08 ft² on average, with prices averaging US $260 a night.

360vacationrentals makes it easy and safe to find and compare vacation rentals in Chestnutridge 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 Chestnutridge

Type Count
Cabin Rentals 270
Vacation Homes 266
Holiday Apartments 64
Villas 25
Cottages 23
B&B 16
Hotels 14
Others 3
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Chestnutridge

Pro Tip: 360vacationrentals makes it easy to compare the best listings on 360vacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between 360vacationrentals 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 Chestnutridge.

Weather in Chestnutridge

View the weather forecast for Chestnutridge before booking your Chestnutridge 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

Chestnutridge Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 1049 in the Chestnutridge area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chestnutridge.