Best Vacation Homes in Taconic
1300 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Villa
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $274/Night
For 7 Nights US $1,916
230.35 ft²
11 Guests
5 Bedrooms
5 Bathrooms
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- View
US $235/Night
For 7 Nights US $1,645
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $206/Night
For 7 Nights US $1,442
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Skiing
- Fireplace/Heating
- Balcony/Terrace
US $303/Night
For 7 Nights US $2,120
2734.03 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Parking
- Internet
US $491/Night
For 7 Nights US $3,439
1800 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $348/Night
For 7 Nights US $2,438
1300 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $601/Night
For 7 Nights US $4,206
800 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Skiing
- Fireplace/Heating
- Ocean View
US $184/Night
For 7 Nights US $1,286
Taconic Luxury Rentals
7000 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Skiing
- Fireplace/Heating
US $1,380/Night
For 7 Nights US $9,661
10 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Child Friendly
- Security/Safety
US $1,150/Night
For 7 Nights US $8,050
3800 ft²
9 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Skiing
- Fireplace/Heating
- Ocean View
US $989/Night
For 7 Nights US $6,925
3670.49 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Parking
- Air Conditioner
US $970/Night
For 7 Nights US $6,791
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $945/Night
For 7 Nights US $6,612
3510 ft²
11 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $912/Night
For 7 Nights US $6,383
3000 ft²
9 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $851/Night
For 7 Nights US $5,954
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $838/Night
For 7 Nights US $5,864
Taconic Pet Friendly Vacation Rentals
950 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $282/Night
For 7 Nights US $1,972
661.98 ft²
4 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Balcony/Terrace
- View
US $598/Night
For 7 Nights US $4,185
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $278/Night
For 7 Nights US $1,944
US $325/Night
For 7 Nights US $2,272
984 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $445/Night
For 7 Nights US $3,116
3087 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $700/Night
For 7 Nights US $4,897
3300 ft²
9 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $806/Night
For 7 Nights US $5,643
1500 ft²
18 Guests
5 Bedrooms
3 Bathrooms
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $594/Night
For 7 Nights US $4,159
Taconic Large Vacation Homes
2211 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $531/Night
For 7 Nights US $3,720
2529.52 ft²
11 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Parking
- Internet
US $265/Night
For 7 Nights US $1,855
2525 ft²
11 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $395/Night
For 7 Nights US $2,765
4100 ft²
15 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $715/Night
For 7 Nights US $5,005
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $684/Night
For 7 Nights US $4,785
4854 ft²
16 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $595/Night
For 7 Nights US $4,168
2734 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $394/Night
For 7 Nights US $2,755
Why Choose Rent By Owner for your Taconic 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 Taconic
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can greatly enhance your experience, whether you're drawn by the region’s seasonal charm or seeking a quieter getaway in this destination.
Peak Season Highlights
Late Spring to Early Summer (May to June)
This is the most popular time to visit, offering pleasant weather and vibrant natural scenery perfect for outdoor activities.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Early Fall (September to October)
During this period, the region showcases stunning fall foliage, attracting visitors seeking picturesque landscapes and mild temperatures.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December to February)
The colder months see fewer visitors, creating a peaceful setting ideal for cozy getaways and enjoying off-season rental deals.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
Late Fall (November)
As the leaves fall, this time offers tranquility and lower prices, perfect for travelers looking to explore without the crowds.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Taconic
How to Book Your Taconic 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 Taconic
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 dining on a private patio or deck, perfect for relaxing evenings in the region’s scenic surroundings.
- Take advantage of spacious gardens or landscaped yards to unwind amid natural beauty typical of here.
- Access a welcoming outdoor swimming pool, ideal for cooling off during warm summer days in this destination.
- Benefit from a fully equipped barbecue area, making cookouts memorable against the backdrop of the area's lush landscape.
- Utilize designated fire pits or outdoor fireplaces for cozy gatherings under the stars in the region’s tranquil environment.
- Explore well-maintained walking trails or garden paths that let you immerse yourself in the natural charm of here.
- Make the most of ample parking options or outdoor storage spaces suited for adventure gear and outdoor equipment in this destination.
Top Attractions Around Taconic
What attractions are nearby?
In this charming region, you can enjoy a variety of outdoor activities such as hiking and exploring scenic trails, along with local cultural experiences to enrich your stay.
Family Activities
- Exploring the Taconic State Park: Enjoy family hikes and picnics in this scenic park, which offers a variety of outdoor activities suitable for all ages.
- Visiting the Clark Art Institute: Immerse yourselves in world-class art collections and engaging educational programs designed for young visitors here in the region.
- Discovering the local nature trails: Take advantage of family-friendly walking and biking paths that wind through the area's lush landscapes, providing a great way to experience the natural beauty.
- Attending seasonal festivals and events: Participate in community gatherings and festivities that showcase the vibrant culture and traditions of this destination’s area.
Adult Activities
- Hiking in the Taconic Mountains: Explore scenic trails that offer breathtaking views and a peaceful retreat into nature, perfect for outdoor enthusiasts staying nearby.
- Visit the Connecticut State Forest: Immerse yourself in the region's natural beauty through various outdoor activities like bird watching, trail walking, and photography within this expansive area.
- Enjoy local farm tours and markets: Discover fresh produce and artisanal goods at nearby farms, providing an authentic taste of the region’s rural charm.
- Experience regional art galleries: Appreciate local artistry and crafts that reflect the cultural essence of the area, ideal for a relaxing afternoon during your stay.
Taconic Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local outdoor attractions: Take advantage of the area’s scenic trails and parks to enjoy the natural beauty that surrounds your vacation rental in Taconic, Connecticut.
- Visit nearby cultural sites: Immerse yourself in the region's rich history and local arts, which are often just a short drive from your stay in this destination.
- Plan for seasonal activities: Tailor your itinerary to include seasonal events or outdoor adventures, making the most of what the area has to offer during your visit.
- Utilize local resources: Consult with your hosts or local visitor centers to discover hidden gems and insider tips that enhance your experience here.
Transportation Options
- Amtrak Railway Station: You can conveniently access regional train services from this station, making it easy to explore nearby cities and attractions in the area.
- Local Bus Services: Regular bus routes serve the region, providing an affordable and reliable transportation option for getting around here.
- Private Car Rentals: Renting a car gives you the flexibility to explore the region at your own pace, especially since public transit may not cover all scenic spots nearby.
- Taxis and Ride-Sharing Services: On-demand options like taxis and ride-sharing apps are readily available, offering a convenient way to travel throughout this destination without hassle.
Local Customs Options
- Local Craftsmanship:** You will notice a deep appreciation for handmade goods and traditional craftsmanship that reflect the area's cultural heritage.
- Seasonal Festivals: Participating in seasonal festivals and community celebrations offers an authentic glimpse into the local customs of this region.
- Respect for Nature:** The region values outdoor traditions and environmental preservation, often seen through community-led conservation efforts.
- Food Traditions:** Savoring locally inspired dishes highlights the region's culinary customs, rooted in both history and fresh, regional ingredients.
Taconic Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Taconic?
There are a lot of options in Taconic. If you plan on staying in the Taconic area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Taconic:
- Spectacular 88-acre Berkshires Retreat w/Tennis Court - Family Friendly
- Captivating Artisan Built Home With Spectacular Water Views
- Gorgeous Sheffield Home in Heart of Berkshires
- Cheerful 3-bedroom cottage with woodstove
- Little House in the Woods by Evergreen Home
- Salisbury Cottage Retreat
- 2023-2024 Academic Listing Connecticut Farm House With Breathtaking Views
- Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated
- Beautiful Berkshire Home - Enjoy summer, fall & winter attractions
- The Barn - Rustic Chic Loft - Rehabed 1890 Hay Barn - Near Lakes & Hotchkiss
2. Which vacation homes in Taconic are best for families?
If you are looking for a family-friendly vacation home in Taconic, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Taconic:
3. How many Rentbyowner vacation rentals are available in Taconic?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 93 in the Taconic 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 Taconic.
4. What is the cancellation policy for vacation rentals in Taconic, Connecticut?
Cancellation policies vary by property, so it’s important to review the specific listing details or contact the owner directly to understand the terms and any potential fees associated with cancellations.
5. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning fees, service charges, or taxes are often included in the listing or disclosed during the booking process. To get accurate information, review the listing details or reach out to the host.
6. How do I know if the vacation rental meets my needs before booking?
You can view detailed descriptions, photos, and amenities listed on the property page. If you have specific questions or requirements, contacting the host directly is recommended to ensure the property suits your needs.
7. What is the check-in and check-out process like for properties in this area?
Check-in and check-out procedures are specified in each listing; some may offer self-check-in options for added convenience. It's best to confirm these details with the owner prior to arrival to ensure a smooth stay.
8. Is there a secure method to pay for my vacation rental reservation?
Payments are typically processed through the booking platform's secure system, providing protection for both guests and hosts. For specific payment methods accepted, refer to the listing or contact the owner directly.
Taconic Top Rated Vacation Rentals
2400 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $308/Night
For 7 Nights US $2,158
7 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $443/Night
For 7 Nights US $3,098
US $286/Night
For 7 Nights US $2,004
2742 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $792/Night
For 7 Nights US $5,543
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Pet Friendly
US $410/Night
For 7 Nights US $2,873
US $190/Night
For 7 Nights US $1,329
12 Guests
4 Bedrooms
6 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Spa
US $1,000/Night
For 7 Nights US $7,000
