Cottage
10.0(100 Reviews)
2 Bedrooms
4 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
£177/Night
7 Nights - £1,236
Castleton Winter Rentals & Holiday Homes
Discover winter rentals Castleton - We found 61 exact matches
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Compare Winter Rental in Castleton
10.0
Apartment
10.0(2 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
Internet
£87/Night
7 Nights - £608
House
1 Bedroom
- Balcony/Terrace
- Kitchen
- Internet
Child Friendly
£660/Night
7 Nights - £4,618
Cottage
10.0(35 Reviews)
1 Bedroom
4 Guests
- Parking
Ocean View- Balcony/Terrace
View
£200/Night
7 Nights - £1,398
£270/Night
7 Nights - £1,892
House
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£213/Night
7 Nights - £1,489
House
8.0(1 Review)
3 Bedrooms
6 Guests
Private Beach- Parking
- Ocean View
- Balcony/Terrace
£181/Night
7 Nights - £1,269
Cottage
9.8(24 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
£286/Night
7 Nights - £2,005
House
5 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
£534/Night
7 Nights - £3,736
Cabin
9.2(14 Reviews)
2 Bedrooms
6 Guests
- Parking
- Kitchen
- Internet
- Child Friendly
£311/Night
7 Nights - £2,175
£250/Night
7 Nights - £1,748
Apartment
6.0(2 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
£111/Night
7 Nights - £776
House
4 Bedrooms
10 Guests
- Parking
- Internet
Sports/Activities
Security/Safety
£470/Night
7 Nights - £3,288
House
1 Bedroom
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£289/Night
7 Nights - £2,021
House
10.0(31 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£341/Night
7 Nights - £2,390
New
House
10.0(15 Reviews)
4 Bedrooms
9 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
£350/Night
7 Nights - £2,452
House
10.0(12 Reviews)
6 Bedrooms
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£934/Night
7 Nights - £6,536
Cottage
10.0(10 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£236/Night
7 Nights - £1,653
House
10.0(4 Reviews)
4 Bedrooms
8 Guests
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
£559/Night
7 Nights - £3,914
House
10.0(2 Reviews)
4 Bedrooms
7 Guests
- Oceanfront
- Parking
- Ocean View
- View
£383/Night
7 Nights - £2,681
House
10.0(1 Review)
4 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£712/Night
7 Nights - £4,983
House
9.6(37 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£300/Night
7 Nights - £2,103
House
9.6(5 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£466/Night
7 Nights - £3,265
House
9.6(4 Reviews)
4 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£379/Night
7 Nights - £2,655
About Castleton Winter Rental on Casai.uk
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 61 accommodations for your upcoming winter getaway, whether you're dreaming of azure waters and sun-kissed beaches or charming coastal towns.
At Casai, we present a diverse array of listings for holiday homes and villas nestled in the picturesque landscapes of the Mediterranean and the Caribbean. From luxurious villas overlooking crystal-clear waters to charming holiday homes nestled amidst palm-fringed shores, our curated selection caters to every preference and ensures an unforgettable retreat.
Indulge in the epitome of luxury with our Mediterranean and Caribbean villas, boasting opulent amenities such as private pools, spacious outdoor terraces, serene gardens, and breathtaking ocean views. Whether you're seeking a romantic escape, a family adventure, or a group getaway, our listings offer the perfect blend of comfort and sophistication.
Escape the winter chill and bask in the warmth of the Mediterranean or Caribbean sun. Explore our collection of holiday homes and villas, meticulously curated to provide the ultimate sanctuary for your winter retreat. With Casai, your dream vacation awaits.
Winter Rental: Explore Top Destinations
Frequently Asked Questions About Castleton Winter Rentals
What are the top rated Winter Rentals in Castleton?
There are a lot of options in Castleton. If you plan on staying in the Castleton area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Castleton:
- Lakefront home near ski resorts with water view, dock, deck, fireplaces, & W/D
- The Rosewood
- Quiet Large Country Home in The Woods Near SKI AREAS With Pond, Stream, Hiking
- Restful and Relaxing Lake Cottage on Lake Bomoseen
- The Family Retreat at Bomoseen
- 1 Level easy access 3-BR Home in Historic Castleton close to travel destinations
- The Bomoseen Bungalow - Vermont Lake House Close to Ski Resorts! Private dock, ski rental ticket deals
- Hilltop Pet Friendly Studio in Castleton, Vermont
- Lake Bomoseen cozy 4 season Lakefront Home
- Cozy Castleton Cabin with Fire Pit + Water Access!
How much does it cost to rent a place to stay near Castleton in the wintertime?
The average cost for winter rentals in Castleton is $482 per night. Casai has a wide list of great winter places to stay near Castleton that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Castleton that allow pets?
Yes, here are the top cottage/chalet rentals in Castleton that allow you to bring your pet or dog:
- Charming cottage located on peaceful Lake Bomoseen
- Bunkhouse on Bomoseen
- The Family Retreat At Bomoseen 4 Bedroom Home
- Elegant Cottage on Lake Bomoseen Vermont
See all pet-friendly vacation rentals in Castleton on Casai.uk
Do you have any winter rentals in Castleton that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Castleton to find what works for you.
Are there winter accommodations in Castleton that have indoor swimming pools?
As of 2026, the data from Casai.uk shows that there are over 61 private swimming pools or indoor pools accommodations near Castleton along with other great amenities.
Do any winter holiday rentals in Castleton have hot tubs?
About 61 holiday rentals in Castleton boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Castleton?
Yes, there are many luxury places to stay in Castleton for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Castleton with all the best amenities for your next trip.
