Best Vacation Homes in Chestnutridge
Condo
10.0(391 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
Private Pool
Hot Tub
Fireplace/Heating
Pool
£86/Night
7 Nights - £603
House
10.0(29 Reviews)
1 Bedroom
2 Baths
4 Guests
635.07 ft²
Balcony/Terrace
Parking
Air Conditioner
Internet
£190/Night
7 Nights - £1,330
Condo
10.0(3 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
Pet Friendly
£75/Night
7 Nights - £527
Apartment
10.0(217 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
£80/Night
7 Nights - £563
Villa
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1410.07 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
£177/Night
7 Nights - £1,237
Cabin
10.0(207 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£171/Night
7 Nights - £1,198
Cabin
10.0(173 Reviews)
2 Bedrooms
2 Baths
8 Guests
1300 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£159/Night
7 Nights - £1,111
Cabin
10.0(157 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£165/Night
7 Nights - £1,154
Chestnutridge Luxury Rentals
Bed & Breakfast
6 Bedrooms
6 Baths
2 Guests
11000 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
£1,421/Night
7 Nights - £9,948
House
10.0(151 Reviews)
9 Bedrooms
6 Baths
26 Guests
6000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£1,002/Night
7 Nights - £7,010
House
10.0(26 Reviews)
6 Bedrooms
6 Baths
23 Guests
7492 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£945/Night
7 Nights - £6,614
House
10.0(1 Review)
4 Bedrooms
4 Baths
8 Guests
2322 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£833/Night
7 Nights - £5,832
House
10.0(2 Reviews)
5 Bedrooms
5 Baths
12 Guests
4402.44 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
£808/Night
7 Nights - £5,658
House
10.0(1 Review)
6 Bedrooms
5 Baths
16 Guests
2303.48 ft²
Oceanfront- Fireplace/Heating
- Pool
Ocean View
£780/Night
7 Nights - £5,460
House
9.6(14 Reviews)
12 Bedrooms
6 Baths
40 Guests
6800 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£772/Night
7 Nights - £5,407
House
10.0(2 Reviews)
5 Bedrooms
3 Baths
15 Guests
4079.52 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Pet Friendly
£629/Night
7 Nights - £4,406
Chestnutridge Pet Friendly Vacation Rentals
Cabin
10.0(84 Reviews)
1 Bedroom
1 Bath
4 Guests
840 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
£149/Night
7 Nights - £1,046
House
10.0(1 Review)
1 Bedroom
2 Baths
4 Guests
839.58 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
£310/Night
7 Nights - £2,168
House
10.0(2 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
£105/Night
7 Nights - £732
Cabin
10.0(67 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
£198/Night
7 Nights - £1,384
House
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1001.04 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Air Conditioner
£174/Night
7 Nights - £1,218
Cabin
10.0(28 Reviews)
2 Bedrooms
2 Baths
6 Guests
1228 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
£206/Night
7 Nights - £1,444
Condo
10.0(21 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£179/Night
7 Nights - £1,254
Cabin
10.0(16 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
£264/Night
7 Nights - £1,850
Chestnutridge Large Vacation Homes
Villa
10.0(36 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
£133/Night
7 Nights - £932
Villa
10.0(1 Review)
4 Bedrooms
4 Baths
10 Guests
2507.99 ft²
- Fireplace/Heating
- Pool
- Parking
- Air Conditioner
£347/Night
7 Nights - £2,432
Villa
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Air Conditioner
£127/Night
7 Nights - £890
Villa
10.0(16 Reviews)
2 Bedrooms
2 Baths
7 Guests
1434 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£138/Night
7 Nights - £967
House
10.0(1 Review)
3 Bedrooms
3 Baths
10 Guests
1571.53 ft²
- Fireplace/Heating
- Pool
- Air Conditioner
- Internet
£115/Night
7 Nights - £807
Condo
9.6(8 Reviews)
2 Bedrooms
2 Baths
10 Guests
1200 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£154/Night
7 Nights - £1,081
Villa
2 Bedrooms
2 Baths
6 Guests
1400 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
£217/Night
7 Nights - £1,522
House
5 Bedrooms
3 Baths
18 Guests
3500 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£367/Night
7 Nights - £2,567
Why Choose Rent By Owner for your Chestnutridge Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Chestnutridge
When should you plan your Vacation Rentals stay?
Choosing the optimal time to enjoy your stay here can significantly enhance your experience, as the region's climate and seasonal events influence the best periods for booking dependable vacation rentals in this destination.
Peak Season Highlights
Spring (March to May)
Experience the region’s vibrant spring flora and pleasant weather, ideal for outdoor activities.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Fall (September to November)
Enjoy cooler temperatures and colorful foliage, making it a perfect time for scenic drives and outdoor exploration.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Summer (June to August)
While warmer temperatures may bring more visitors, this period offers quieter surroundings and lush landscapes.
Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
Winter (December to February)
Experience the tranquility of the offseason with fewer crowds and the chance to enjoy cozy accommodations during colder days.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 20°F to 30°F
Weekly Weather Forecast for Chestnutridge
How to Book Your Chestnutridge Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Chestnutridge
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor recreation with spacious yards perfect for picnics or games.
- Relax on private patios or decks overlooking scenic natural surroundings.
- Take advantage of outdoor grills to host cookouts amidst the region's fresh air.
- Discover nearby hiking trails and explore the area's lush landscapes.
- Unwind in a hot tub or spa set in tranquil outdoor settings.
- Benefit from ample parking space for boats, RVs, or additional vehicles.
- Experience outdoor lighting that creates an inviting atmosphere after sunset.
Top Attractions Around Chestnutridge
What attractions are nearby?
In this charming area, you can enjoy outdoor activities such as hiking, exploring scenic trails, and immersing yourself in the natural beauty that surrounds the region.
Family Activities
- Table Rock Lake: Spend a day enjoying lakeside activities like fishing, boating, or swimming at this popular spot near your vacation rental in the region.
- Silver Dollar City: Experience family-friendly entertainment, rides, and live shows just a short drive from here, perfect for creating memorable outings.
- Dogwood Canyon Nature Park: Explore scenic hiking trails, waterfalls, and wildlife viewing opportunities nestled within the area's beautiful natural landscape.
- Branson Landing: Discover shopping, dining, and entertainment options along the picturesque waterfront, ideal for family fun during your stay.
Adult Activities
- Fishing and Boating on Table Rock Lake: You can enjoy a relaxing day of fishing or boating on the nearby Table Rock Lake, renowned for its clear waters and scenic views, perfect for outdoor enthusiasts staying here.
- Hiking in Ozark National Scenic Riverways: Explore the lush trails of the Ozark National Scenic Riverways, offering an abundance of opportunities for nature walks and discovering local wildlife in this picturesque region.
- Visiting Local Wineries and Craft Breweries: Indulge in tasting sessions at area wineries and craft breweries that highlight the region's unique flavors, making for a delightful adult-focused outing.
- Golfing at Nearby Courses: Take advantage of the well-maintained golf courses in the region, providing a perfect setting for a leisurely round amidst beautiful Ozarks scenery.
Chestnutridge Travel Tips
How Can You Make the Most of Your Stay?
- Explore the Natural Surroundings: Take advantage of the area's scenic outdoor spaces by planning hikes or nature walks to fully appreciate the tranquility of this region.
- Engage with Local Activities: Check for nearby outdoor activities and community events that can enrich your stay and give you a true taste of the local culture.
- Plan Your Transportation: Arrange reliable transportation options in advance, especially if you plan to explore the broader region and visit various attractions.
- Utilize Local Resources: Make use of available guides or visitor centers to discover hidden gems and less touristy spots here that enhance your overall experience.
Transportation Options
- Car Rentals: Renting a vehicle provides you with the flexibility to explore the scenic and rural areas surrounding this destination at your own pace.
- Local Bus Services: Public buses connect key points here, offering an economical and convenient way to navigate within the region.
- Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber and Lyft are available for quick, reliable transportation around and beyond your vacation rentals.
- Airport Transfers: Shuttle services and private transfers from nearby airports help streamline your arrival and departure in this area of Missouri.
Local Customs Options
- Southern Hospitality: You’ll notice that friendliness and warm welcomes are a staple here, reflecting the region’s tradition of Southern hospitality that makes visitors feel at home.
- Local Dining Etiquette: When dining in this area, it’s customary to share meals with neighbors and show appreciation for locally sourced ingredients often featured in regional cuisine.
- Community Events: Participating in community gatherings, such as local fairs or seasonal celebrations, allows you to experience the area's close-knit spirit firsthand.
- Respect for Nature: Visitors are encouraged to observe local customs of preserving the natural beauty through responsible outdoor recreation andLeave No Trace principles amid scenic surroundings.
Frequently Asked Questions About Chestnutridge?
1. What are the top vacation rentals in Chestnutridge?
There are a lot of options in Chestnutridge. If you plan on staying in the Chestnutridge area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chestnutridge:
- One bedroom resort condo
- Five Star Villa Sleeps up to 10!
- Honeymoon Downtown Boutique Loft - Located in the Historic River District.
- Private Pool, On its own 2 acres, FirePit, Pinball
- CHARMING 2BR. CABIN, NEAR SILVER DOLLAR CITY, BOOK NOW FOR SUMMER 26
- BEAUTIFUL LODGE with 7 Master Suites! By Pool!
- Best Rustic Cabin Retreat in StoneBridge! Experienced host, BBQ area, SDC, A+
- 3 Bedroom 3 Bath Luxury Condo - Elevator access, Pool
- A Luxury Cabin in a Gated Golf Community
- RUSTIC CABIN with 7 Master Suites! By Pool!
2. How many vacation rentals have private pools in Chestnutridge?
There are 15 vacation rentals with private pools near Chestnutridge. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Chestnutridge are best for families?
If you are looking for a family-friendly vacation home in Chestnutridge, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chestnutridge:
4. How many Rentbyowner vacation rentals are available in Chestnutridge?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1051 in the Chestnutridge area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Chestnutridge.
5. What is the cancellation policy for vacation rentals in this area?
The cancellation policies vary depending on the individual listing. It’s recommended to review the specific cancellation details on the property’s listing page or contact the owner directly to understand the terms before booking.
6. How do I check the availability of vacation rentals in this region?
Availability can be verified by entering your desired travel dates on the listing platform and viewing the real-time availability calendar provided by each host. For any questions, reaching out to the property owner can ensure your preferred dates are secured.
7. Are there any additional fees I should be aware of when booking here?
Additional fees such as cleaning fees, service charges, or local taxes may apply and are typically listed during the booking process. Always review the detailed price breakdown on the property’s listing page to avoid surprises.
8. What amenities are commonly included in vacation rentals in this destination?
Most properties offer essential amenities like Wi-Fi, parking, and fully equipped kitchens. Specific features vary by property, so it’s best to read the detailed description and amenities list on the listing or contact the owner for clarification.
9. Is it possible to get special requests accommodated during my stay?
Many hosts are willing to consider special requests to make your stay more comfortable. You should communicate these directly with the property owner through the messaging system provided during booking to confirm what can be arranged.
Chestnutridge Top Rated Vacation Rentals
House
10.0(277 Reviews)
4 Bedrooms
4 Baths
10 Guests
2500 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£328/Night
7 Nights - £2,297
House
10.0(213 Reviews)
5 Bedrooms
4 Baths
12 Guests
3500 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£462/Night
7 Nights - £3,234
Cabin
10.0(195 Reviews)
7 Bedrooms
7 Baths
26 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£508/Night
7 Nights - £3,557
Condo
10.0(166 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£208/Night
7 Nights - £1,453
Cabin
10.0(156 Reviews)
7 Bedrooms
7 Baths
26 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£504/Night
7 Nights - £3,526
House
10.0(156 Reviews)
4 Bedrooms
4 Baths
10 Guests
2600 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£358/Night
7 Nights - £2,503
House
10.0(153 Reviews)
4 Bedrooms
4 Baths
12 Guests
1975 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£249/Night
7 Nights - £1,744
House
10.0(153 Reviews)
4 Bedrooms
4 Baths
13 Guests
1700 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£246/Night
7 Nights - £1,719
