Discover winter rentals New Haven County - We found 447 exact matches
About New Haven County Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in New Haven County, CT perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, rent-by-owner homes, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.
Vacation Cottage presents luxury options for travelers seeking to rent a place in New Haven County. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within New Haven County and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About New Haven County Winter Rentals
What are the top rated Winter Rentals in New Haven County?
There are a lot of options in New Haven County. If you plan on staying in the New Haven County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in New Haven County:
- Milford Beach House - Newer Construction!
- Waterfront Cottage in Branford
- Thanksgiving By The Sea-Scenic Waterviews, Hot Tub & Private Beach
- New Madison beach house - Ocean front- Great views- booking Summer 2025
- Mid-Century Shoreline Cottage; Birder Paradise
- Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
- Beautiful Waterfront Beach House for Family Vacations
- Cozy dog friendly updated house in quiet village adjacent to park
- Madison, CT - Coastal Modern Farmhouse w/Outdoor Kitchen & Large Fenced in Patio
- Charming cottage overlooking the Cove
How much does it cost to rent a place to stay near New Haven County in the wintertime?
The average cost for winter rentals in New Haven County is $497 per night. Vacation Cottage has a wide list of great winter places to stay near New Haven County that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in New Haven County that allow pets?
Yes, here are the top cottage/chalet rentals in New Haven County that allow you to bring your pet or dog:
- The Connecticut Chalet - On 5 Acres!
- A little place in the Sun
- The Homestead
- Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
See all pet-friendly vacation rentals in New Haven County on Vacation Cottage
Do you have any winter rentals in New Haven County that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in New Haven County to find what works for you.
Are there winter accommodations in New Haven County that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 447 private swimming pools or indoor pools accommodations near New Haven County along with other great amenities.
Do any winter holiday rentals in New Haven County have hot tubs?
About 447 holiday rentals in New Haven County boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in New Haven County?
Yes, there are many luxury places to stay in New Haven County for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near New Haven County with all the best amenities for your next trip.
