Best Vacation Homes in Redding Ridge
New
House
4 Bedrooms
4 Baths
8 Guests
4009 ft²
Private Pool
Fireplace/Heating
Pool
Balcony/Terrace
US $2,095/Night
7 Nights - US $14,668
Apartment
10.0(4 Reviews)
1 Bedroom
1 Bath
2 Guests
602.78 ft²
- Fireplace/Heating
- Balcony/Terrace
Breakfast
Parking
US $155/Night
7 Nights - US $1,082
US $554/Night
7 Nights - US $3,877
New
House
6 Bedrooms
4 Baths
11 Guests
1900 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly
Kitchen
US $760/Night
7 Nights - US $5,318
House
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
699.65 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
Internet
US $243/Night
7 Nights - US $1,703
New
Condo
2 Bedrooms
2 Baths
5 Guests
1900 ft²
Hot Tub- Fireplace/Heating
- Pool
- Balcony/Terrace
US $271/Night
7 Nights - US $1,900
Apartment
10.0(18 Reviews)
1 Bedroom
1 Bath
3 Guests
250 ft²
- Fireplace/Heating
- Pool
Ocean View- Balcony/Terrace
US $270/Night
7 Nights - US $1,892
Cottage
10.0(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $443/Night
7 Nights - US $3,099
Redding Ridge Luxury Rentals
House
10 Bedrooms
8 Baths
10 Guests
7000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $3,968/Night
7 Nights - US $27,773
New
House
4 Bedrooms
5 Baths
8 Guests
4004.17 ft²
- Fireplace/Heating
- Pool
- Parking
Air Conditioner
US $2,629/Night
7 Nights - US $18,405
House
10.0(2 Reviews)
4 Bedrooms
4 Baths
8 Guests
4300 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,624/Night
7 Nights - US $11,366
House
2 Bedrooms
2 Baths
5 Guests
1905.21 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Pet Friendly
US $1,597/Night
7 Nights - US $11,178
House
6 Bedrooms
5 Baths
11 Guests
3896.54 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $1,563/Night
7 Nights - US $10,944
House
9.8(6 Reviews)
5 Bedrooms
4 Baths
8 Guests
4300 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,402/Night
7 Nights - US $9,811
House
6.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,203/Night
7 Nights - US $8,424
House
10.0(90 Reviews)
6 Bedrooms
4 Baths
12 Guests
6450 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $1,140/Night
7 Nights - US $7,983
Redding Ridge Pet Friendly Vacation Rentals
House
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
1900 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $302/Night
7 Nights - US $2,115
Apartment
5.5(2 Reviews)
1 Bedroom
1 Bath
3 Guests
5920.15 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $250/Night
7 Nights - US $1,750
House
9.6(5 Reviews)
1 Bedroom
1 Bath
3 Guests
550 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $237/Night
7 Nights - US $1,662
New
House
1 Bedroom
2 Baths
7 Guests
1646.88 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $269/Night
7 Nights - US $1,884
Cottage
8.0(1 Review)
1 Bedroom
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $258/Night
7 Nights - US $1,805
House
7.4(14 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $200/Night
7 Nights - US $1,401
New
Cottage
2 Bedrooms
2 Baths
3 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $172/Night
7 Nights - US $1,201
Apartment
1 Bedroom
1 Bath
2 Guests
900 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $166/Night
7 Nights - US $1,159
Redding Ridge Large Vacation Homes
House
10.0(13 Reviews)
5 Bedrooms
4 Baths
10 Guests
6000 ft²
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
US $1,093/Night
7 Nights - US $7,648
House
10.0(2 Reviews)
5 Bedrooms
4 Baths
9 Guests
4700 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $920/Night
7 Nights - US $6,438
House
9.6(4 Reviews)
6 Bedrooms
4 Baths
11 Guests
4000 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $1,054/Night
7 Nights - US $7,379
Villa
5 Bedrooms
1 Bath
8 Guests
2277 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $838/Night
7 Nights - US $5,869
House
10.0(7 Reviews)
5 Bedrooms
3 Baths
10 Guests
3181 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,002/Night
7 Nights - US $7,014
House
10.0(6 Reviews)
5 Bedrooms
4 Baths
12 Guests
5753 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,108/Night
7 Nights - US $7,758
House
9.6(8 Reviews)
5 Bedrooms
4 Baths
10 Guests
4025 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $727/Night
7 Nights - US $5,089
House
5 Bedrooms
6 Baths
9 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $1,117/Night
7 Nights - US $7,820
Why Choose Rent By Owner for your Redding Ridge 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 Redding Ridge
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here ensures you can fully enjoy the tranquil beauty and seasonal charm that make this region a perfect destination for your next getaway.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this time, you'll experience warm daytime temperatures ideal for outdoor activities and exploring the scenic beauty of this destination. The region comes alive with vibrant landscapes, making it perfect for booking a vacation rental for a summer getaway.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Early Fall (September to October)
This season offers mild weather and beautiful fall foliage, attracting visitors looking for a peaceful retreat. It’s an excellent period to find a cozy vacation rental and experience the area's natural charm before winter approaches.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Mid Winter (January to February)
The colder months bring fewer visitors, offering you a quiet and private stay. This is an ideal time if you prefer serene surroundings and affordable rates while still enjoying the region's tranquility.
Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
Early Spring (March to April)
As nature begins to awaken, you'll find less crowded accommodations and attractive rates. This off-peak period provides a peaceful environment to enjoy the area’s emerging blooms and scenic views.
Average Temperature Daytime: 50-60°F - Nighttime: 35-45°F
Weekly Weather Forecast for Redding Ridge
How to Book Your Redding Ridge 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 Redding Ridge
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 a spacious outdoor patio or deck for relaxing and dining amid scenic surroundings.
- Take advantage of a private swimming pool to cool off during warm summer days.
- Benefit from well-maintained gardens or landscaped yards to explore and unwind in nature.
- Make use of outdoor grilling facilities for preparing delicious meals outdoors.
- Experience the comfort of a fire pit or outdoor fireplace perfect for evening gatherings.
- Discover nearby trails or paths for hiking, biking, or scenic walks right from your rental.
- Utilize outdoor sports amenities such as volleyball courts or badminton setups for active fun.
Top Attractions Around Redding Ridge
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities such as hiking, birdwatching, and exploring scenic nature trails that beautifully showcase the region's natural beauty.
Family Activities
- Lake Redding: Spend a day enjoying family-friendly activities like swimming, kayaking, and picnicking at this scenic lake nestled in the region.
- Redding Nature Trails: Explore the area's extensive trail system perfect for hiking and nature walks suitable for children and outdoor enthusiasts alike.
- The Redding Ridge Historical Society: Discover local history through engaging exhibits and guided tours that offer insight into the area’s rich heritage.
- Redding Ridge Conservation Area: Experience outdoor adventure with bird watching, wildlife observation, and educational programs set within these protected lands.
Adult Activities
- Hiking and Nature Trails: Explore scenic routes through lush landscapes, providing a peaceful retreat within the region's natural beauty.
- Visit Local Farms and Orchards: Experience the charm of the area by visiting farms or orchards offering seasonal picking and fresh local produce.
- Golfing at Nearby Courses: Enjoy a round of golf at nearby courses that showcase the picturesque surroundings of this destination.
- Explore Historic Sites: Discover the rich history of the region by touring historic landmarks and cultural heritage locations nearby.
Redding Ridge Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Ahead: Explore local outdoor trails and scenic spots to maximize your experience in the region around Redding Ridge, Connecticut.
- Choose a Prime Location: Select vacation rentals that offer easy access to the area's natural attractions and serene countryside for a more immersive stay.
- Pack Thoughtfully: Bring layers and essentials suited for the area's variable weather to enjoy outdoor adventures comfortably during your visit.
- Support Local Businesses: Take the time to visit nearby shops and eateries to get a genuine taste of the region's hospitality and charm.
Transportation Options
- Shuttle Services: Local shuttle services offer convenient transportation options to explore the area and connect with nearby towns and attractions.
- Private Car Rentals: Renting a car gives you the flexibility to navigate this peaceful region at your own pace and access more remote destinations.
- Public Transit: Regional bus services provide an affordable way to travel within the region and reach key points of interest effortlessly.
- Taxis and Rideshare: Taxis and rideshare options like Uber and Lyft are readily available, ensuring quick and reliable transportation whenever needed.
Local Customs Options
- Greenwich Time-Honored Traditions: In this area, you'll find a deep appreciation for local festivals and community events that celebrate its New England heritage.
- Seasonal Celebrations: During autumn and winter, residents partake in classic seasonal customs like pumpkin festivals and holiday parades, adding charm to your stay.
- Local Craftsmanship: The region values handcrafted goods and local art, reflecting its rich cultural history through markets and artisans' displays.
- Respect for Nature: Visitors are encouraged to observe outdoor etiquette that preserves the area's natural beauty, especially during outdoor activities in the region.
Redding Ridge Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Redding Ridge?
There are a lot of options in Redding Ridge. If you plan on staying in the Redding Ridge area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Redding Ridge:
- Elegant Country Estate with Equestrian Farm
- Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit
- Bedroom, bathroom with beautiful shower, second room with work or eating area.
- Historic Designer City Getaway
- Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
- Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
- MidCenturyMod spectacularly Renovated 1 LEVEL living paradise +EV charger
- Tranquil Getaway Cottage in Charming, Bethel CT
- Interior Designer's Enchanting Home with Private Beach 1.5hrs from Brooklyn
- Renovated Retreat with Heated Pool
2. How many vacation rentals have private pools in Redding Ridge?
There are 4 vacation rentals with private pools near Redding Ridge. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Redding Ridge are best for families?
If you are looking for a family-friendly vacation home in Redding Ridge, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Redding Ridge:
4. How many Rentbyowner vacation rentals are available in Redding Ridge?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 86 in the Redding Ridge 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 Redding Ridge.
5. What is the cancellation policy for vacation rentals in Redding Ridge, Connecticut?
The cancellation policy varies depending on the individual property listing. To understand the specific terms and any applicable fees, please refer to the listing details or contact the property owner directly.
6. Are there any additional fees I should be aware of when booking a vacation rental in this area?
Additional fees such as cleaning fees, service charges, or taxes are typically outlined in the listing. It's best to review the property details or reach out to the host for clarification before completing your reservation.
7. How can I confirm the availability of a vacation rental in Redding Ridge?
Availability is shown in real-time on the listing page. If you have specific dates in mind, ensure to verify them directly through the booking platform or contact the property owner to confirm.
8. What amenities are usually included in vacation rentals here?
Most properties offer essential amenities like Wi-Fi, parking, and kitchen facilities. For specialized features or comforts, check the listing description or ask the host directly to ensure the property meets your needs.
9. Is there a minimum stay requirement for booking a vacation rental in this region?
Minimum stay policies vary by property and time of year. Review the specific listing for this information or contact the owner to discuss flexible options if needed.
Redding Ridge Top Rated Vacation Rentals
House
10.0(89 Reviews)
3 Bedrooms
1 Bath
7 Guests
3800 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $640/Night
7 Nights - US $4,482
House
10.0(7 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $924/Night
7 Nights - US $6,467
House
10.0(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,086/Night
7 Nights - US $7,599
Other
9.0(16 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $334/Night
7 Nights - US $2,337
House
1 Bedroom
3 Baths
8 Guests
2895.49 ft²
- Fireplace/Heating
- Pool
- View
- Pet Friendly
US $1,085/Night
7 Nights - US $7,594
House
1 Bedroom
2 Baths
9 Guests
2895.49 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $508/Night
7 Nights - US $3,553
House
10.0(37 Reviews)
6 Bedrooms
4 Baths
12 Guests
6575 ft²
- Oceanfront
- Hot Tub
Spa- Fireplace/Heating
US $1,097/Night
7 Nights - US $7,677
House
10.0(23 Reviews)
4 Bedrooms
3 Baths
8 Guests
2400 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $843/Night
7 Nights - US $5,902
