Discover Your Perfect Taconic Vacation Homes

Best Vacation Homes in Taconic

10.0
Exceptional
(115 Reviews)
1300 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Villa
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R4,609/Night For 7 Nights R32,266
9.5
Exceptional
(50 Reviews)
230.35 ft² 11 Guests 5 Bedrooms 5 Bathrooms
Bed & Breakfast
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R3,957/Night For 7 Nights R27,702
9.8
Exceptional
(43 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
R3,470/Night For 7 Nights R24,284
10.0
Exceptional
(20 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Skiing
  • Fireplace/Heating
  • Balcony/Terrace
R5,100/Night For 7 Nights R35,702
9.0
Exceptional
(1 Review)
2734.03 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Parking
  • Internet
R8,274/Night For 7 Nights R57,914
10.0
Exceptional
(15 Reviews)
1800 ft² 5 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R5,865/Night For 7 Nights R41,057
10.0
Exceptional
(7 Reviews)
1300 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R10,458/Night For 7 Nights R73,205
9.8
Exceptional
(14 Reviews)
800 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Cottage
  • Skiing
  • Fireplace/Heating
  • Ocean View
R3,095/Night For 7 Nights R21,657

Taconic Luxury Rentals

8.0
Excellent
(1 Review)
7000 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Private Pool
  • Skiing
  • Fireplace/Heating
R23,440/Night For 7 Nights R164,076
New
10 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Child Friendly
  • Security/Safety
R19,366/Night For 7 Nights R135,565
10.0
Exceptional
(120 Reviews)
3800 ft² 9 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Skiing
  • Fireplace/Heating
  • Ocean View
R16,661/Night For 7 Nights R116,619
New
3670.49 ft² 14 Guests 4 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Parking
  • Air Conditioner
R16,337/Night For 7 Nights R114,363
10.0
Exceptional
(4 Reviews)
10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R15,908/Night For 7 Nights R111,348
10.0
Exceptional
(15 Reviews)
3510 ft² 11 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R14,912/Night For 7 Nights R104,393
9.6
Exceptional
(9 Reviews)
3000 ft² 9 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
R14,324/Night For 7 Nights R100,267
9.6
Exceptional
(7 Reviews)
12 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R14,108/Night For 7 Nights R98,752

Taconic Pet Friendly Vacation Rentals

9.6
Exceptional
(212 Reviews)
950 ft² 6 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R4,745/Night For 7 Nights R33,209
9.1
Exceptional
(30 Reviews)
661.98 ft² 4 Bathrooms
Free Cancellation Hotel
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R10,068/Night For 7 Nights R70,477
9.0
Exceptional
(9 Reviews)
1000 ft² 4 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R4,678/Night For 7 Nights R32,738
7.2
Very Good
(32 Reviews)
355.21 ft² 4 Bathrooms
Ocean View Hotel
  • Oceanfront
  • Spa
  • Skiing
R5,467/Night For 7 Nights R38,261
10.0
Exceptional
(34 Reviews)
984 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R7,496/Night For 7 Nights R52,475
10.0
Exceptional
(8 Reviews)
3087 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R11,781/Night For 7 Nights R82,467
10.0
Exceptional
(6 Reviews)
3300 ft² 9 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
R11,405/Night For 7 Nights R79,840
9.4
Exceptional
(84 Reviews)
1500 ft² 18 Guests 5 Bedrooms 3 Bathrooms
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R10,006/Night For 7 Nights R70,039

Taconic Large Vacation Homes

10.0
Exceptional
(13 Reviews)
2211 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R8,949/Night For 7 Nights R62,646
New
2529.52 ft² 11 Guests 6 Bedrooms 4 Bathrooms
House
  • Fireplace/Heating
  • Parking
  • Internet
R4,463/Night For 7 Nights R31,239
9.2
Exceptional
(17 Reviews)
2525 ft² 11 Guests 6 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R6,651/Night For 7 Nights R46,564
9.8
Exceptional
(11 Reviews)
1001.04 ft² 12 Guests 3 Bedrooms 3 Bathrooms
Group Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R10,665/Night For 7 Nights R74,653
10.0
Exceptional
(52 Reviews)
4100 ft² 15 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R12,041/Night For 7 Nights R84,286
10.0
Exceptional
(10 Reviews)
12 Guests 4 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R11,512/Night For 7 Nights R80,581
9.8
Exceptional
(97 Reviews)
4854 ft² 16 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R10,027/Night For 7 Nights R70,191
9.8
Exceptional
(26 Reviews)
2734 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
R6,629/Night For 7 Nights R46,395

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.

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.

Frequently Asked Questions About Taconic?

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

10.0
Exceptional
(16 Reviews)
2400 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R5,191/Night For 7 Nights R36,341
9.6
Exceptional
(8 Reviews)
7 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R6,679/Night For 7 Nights R46,749
9.2
Exceptional
(11 Reviews)
1 Bedroom 1 Bathroom
Family Friendly House
  • Pool
  • Balcony/Terrace
  • Kitchen
R9,886/Night For 7 Nights R69,197
8.2
Excellent
(291 Reviews)
1 Bathroom
Family Friendly Hotel
  • Spa
  • Skiing
  • Pool
R4,822/Night For 7 Nights R33,748
New
2742 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
R13,334/Night For 7 Nights R93,346
New
8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Pet Friendly
R6,913/Night For 7 Nights R48,382
8.4
Excellent
(31 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Parking
R3,198/Night For 7 Nights R22,381
New
12 Guests 4 Bedrooms 6 Bathrooms
Ocean View House
  • Private Pool
  • Hot Tub
  • Spa
R16,840/Night For 7 Nights R117,882