Discover Your Perfect Taconic Vacation Homes

Best Vacation Homes in Taconic

Cottage
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Parking
    Parking
  • Skiing
    Skiing
More amenities
US $340/Night 7 Nights - US $2,382
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Bed & Breakfast
Map-icon
like-icon9.5
Exceptional
(50 Reviews)
5 Bedrooms 5 Baths 11 Guests 230.35 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $235/Night 7 Nights - US $1,645
Bed & Breakfast
Map-icon
like-icon9.8
Exceptional
(58 Reviews)
1 Bedroom 1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $233/Night 7 Nights - US $1,631
House
like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 2 Baths 4 Guests 1300 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $690/Night 7 Nights - US $4,830
star-icons-3
House
Map-icon
like-icon9.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 10 Guests 2734.03 ft²
  • Parking
    Parking
  • Internet
    Internet
More amenities
US $491/Night 7 Nights - US $3,439
Cottage
Map-icon
like-icon9.6
Exceptional
(216 Reviews)
2 Bedrooms 1 Bath 6 Guests 950 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $286/Night 7 Nights - US $2,001
Cottage
Map-icon
like-icon9.0
Exceptional
(9 Reviews)
2 Bedrooms 1 Bath 4 Guests 1000 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $309/Night 7 Nights - US $2,161
Apartment
Map-icon
like-icon8.4
Excellent
(6 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $372/Night 7 Nights - US $2,603

Taconic Luxury Rentals

House
Map-icon
like-icon8.0
Excellent
(1 Review)
4 Bedrooms 3 Baths 8 Guests 7000 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $1,582/Night 7 Nights - US $11,072
House
Map-icon
6 Bedrooms 3 Baths 16 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $1,232/Night 7 Nights - US $8,622
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,182/Night 7 Nights - US $8,273
House
Map-icon
1 Bedroom 1 Bath 10 Guests
  • Child Friendly
    Child Friendly
  • Security/Safety
    Security/Safety
US $1,154/Night 7 Nights - US $8,078
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
5 Bedrooms 3 Baths 9 Guests 3300 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $1,108/Night 7 Nights - US $7,757
New
House
Map-icon
4 Bedrooms 3 Baths 8 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,086/Night 7 Nights - US $7,600
House
Map-icon
3 Bedrooms 3 Baths 6 Guests 2742 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $1,000/Night 7 Nights - US $7,002
House
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
4 Bedrooms 3 Baths 11 Guests 3510 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $893/Night 7 Nights - US $6,249

Taconic Pet Friendly Vacation Rentals

House
Map-icon
like-icon9.8
Exceptional
(22 Reviews)
3 Bedrooms 1 Bath 7 Guests 1500 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $305/Night 7 Nights - US $2,135
star-icons-5
Hotel
Map-icon
like-icon9.2
Exceptional
(27 Reviews)
4 Baths 661.98 ft²
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $499/Night 7 Nights - US $3,495
Cottage
Map-icon
like-icon9.6
Exceptional
(89 Reviews)
5 Bedrooms 3 Baths 18 Guests 1500 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $646/Night 7 Nights - US $4,522
star-icons-3
Hotel
Map-icon
like-icon7.3
Very Good
(37 Reviews)
4 Baths 355.21 ft²
  • Oceanfront
    Oceanfront
  • Breakfast
    Breakfast
More amenities
US $206/Night 7 Nights - US $1,443
House
Map-icon
like-icon9.6
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $501/Night 7 Nights - US $3,509
House
Map-icon
like-icon10.0
Exceptional
(34 Reviews)
2 Bedrooms 2 Baths 6 Guests 984 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $644/Night 7 Nights - US $4,506
House
Map-icon
like-icon10.0
Exceptional
(43 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $504/Night 7 Nights - US $3,526
Cabin
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
4 Bedrooms 2 Baths 12 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $699/Night 7 Nights - US $4,895

Taconic Large Vacation Homes

House
Map-icon
like-icon9.8
Exceptional
(99 Reviews)
4 Bedrooms 3 Baths 16 Guests 4854 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $766/Night 7 Nights - US $5,360
star-icons-3
House
Map-icon
4 Bedrooms 2 Baths 14 Guests 3670.49 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $636/Night 7 Nights - US $4,454
New
House
Map-icon
like-icon9.8
Exceptional
(28 Reviews)
5 Bedrooms 3 Baths 10 Guests 2734 ft²
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $481/Night 7 Nights - US $3,370
star-icons-3
House
Map-icon
6 Bedrooms 4 Baths 11 Guests 2529.52 ft²
  • Parking
    Parking
  • Internet
    Internet
More amenities
US $265/Night 7 Nights - US $1,855
House
Map-icon
like-icon9.6
Exceptional
(7 Reviews)
4 Bedrooms 3 Baths 12 Guests
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $861/Night 7 Nights - US $6,028
House
Map-icon
4 Bedrooms 2 Baths 14 Guests 3680 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $743/Night 7 Nights - US $5,199
Villa
Map-icon
like-icon10.0
Exceptional
(120 Reviews)
2 Bedrooms 1 Bath 4 Guests 1300 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $337/Night 7 Nights - US $2,360
New
House
Map-icon
like-icon9.2
Exceptional
(17 Reviews)
6 Bedrooms 3 Baths 11 Guests 2525 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $453/Night 7 Nights - US $3,169

Discover & compare premier experiences around Taconic

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Taconic Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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

summer
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
autumn
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

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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
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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

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

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.
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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.
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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

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 91 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

House
Map-icon
like-icon9.6
Exceptional
(9 Reviews)
3 Bedrooms 1 Bath 7 Guests
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $459/Night 7 Nights - US $3,211
star-icons-4
House
Map-icon
like-icon9.4
Exceptional
(13 Reviews)
1 Bedroom 1 Bath
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $615/Night 7 Nights - US $4,302
star-icons-3
Hotel
Map-icon
like-icon8.2
Excellent
(304 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $309/Night 7 Nights - US $2,165
Hotel
Map-icon
like-icon8.4
Excellent
(31 Reviews)
1 Bath
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $190/Night 7 Nights - US $1,329
House
Map-icon
4 Bedrooms 6 Baths 12 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $1,000/Night 7 Nights - US $7,000
House
Map-icon
3 Bedrooms 2 Baths 4 Guests
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $710/Night 7 Nights - US $4,970