Apartment
10.0(22 Reviews)
1 Bedroom
2 Guests
Oceanfront
Parking
Ocean View
Balcony/Terrace
US $261/Night
7 Nights - US $1,827
Westbourne Winter Rentals & Holiday Homes
Discover winter rentals Westbourne - We found 43 exact matches
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Compare Winter Rental in Westbourne
10.0
House
9.8(10 Reviews)
3 Bedrooms
7 Guests
- Oceanfront
EV Charge Station- Parking
- Ocean View
US $575/Night
7 Nights - US $4,028
Apartment
9.0(26 Reviews)
1 Bedroom
2 Guests
- Parking
Internet
Child Friendly
Wellness Facilities
US $134/Night
7 Nights - US $938
Apartment
10.0(14 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $427/Night
7 Nights - US $2,986
Apartment
7.5(67 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $342/Night
7 Nights - US $2,397
Apartment
10.0(8 Reviews)
1 Bedroom
2 Guests
- Parking
- Ocean View
View
Kitchen
US $147/Night
7 Nights - US $1,028
House
5 Bedrooms
12 Guests
Hot Tub- Parking
- Balcony/Terrace
- View
US $879/Night
7 Nights - US $6,154
Apartment
10.0(4 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $192/Night
7 Nights - US $1,344
Apartment
3 Bedrooms
12 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $583/Night
7 Nights - US $4,081
Cottage
10.0(1 Review)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $738/Night
7 Nights - US $5,166
Hotel
8.1(2670 Reviews)
Private Pool- Oceanfront
- Hot Tub
Breakfast
US $90/Night
7 Nights - US $633
House
10.0(1 Review)
4 Bedrooms
12 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $660/Night
7 Nights - US $4,619
House
10.0(1 Review)
4 Bedrooms
9 Guests
- Parking
- Internet
Pet Friendly- Child Friendly
US $557/Night
7 Nights - US $3,896
Cottage
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $392/Night
7 Nights - US $2,744
Apartment
10.0(1 Review)
3 Bedrooms
6 Guests
Skiing- Ocean View
- Balcony/Terrace
- View
US $205/Night
7 Nights - US $1,432
Apartment
9.8(22 Reviews)
1 Bedroom
3 Guests
- Parking
- Ocean View
- View
- Kitchen
US $220/Night
7 Nights - US $1,541
Apartment
9.8(14 Reviews)
1 Bedroom
3 Guests
- Parking
- Ocean View
- View
- Kitchen
US $134/Night
7 Nights - US $940
Apartment
9.6(18 Reviews)
2 Bedrooms
5 Guests
- Parking
- Ocean View
- View
- Kitchen
US $180/Night
7 Nights - US $1,257
Apartment
9.4(25 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $122/Night
7 Nights - US $852
Apartment
9.4(12 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $126/Night
7 Nights - US $885
House
9.4(10 Reviews)
6 Bedrooms
15 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $573/Night
7 Nights - US $4,012
Apartment
8.0(1 Review)
3 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $155/Night
7 Nights - US $1,082
Apartment
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $123/Night
7 Nights - US $863
New
Apartment
1 Bedroom
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $119/Night
7 Nights - US $834
About Westbourne Winter Rental on Casai.com
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 43 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 Westbourne Winter Rentals
What are the top rated Winter Rentals in Westbourne?
There are a lot of options in Westbourne. If you plan on staying in the Westbourne area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Westbourne:
- Riviera Hotel & Holiday Apartments
- Hydeaway Holiday Home - 3 bed house with parking, sleeps up to 7
- Harbour Escapes | Fabulous 2 Bed Apartment in Westbourne and near the Beach
- The Beach Hytte - Stunning Sea View Penthouse
- Studland Retreat - an apartment that sleeps 6 guests in 3 bedrooms
- BOURNECOAST: FLAT WITH PARKING - GARDEN - WIFI - SHORT WALK TO BEACHES - FM6337
- Middle Chine - 2 bedroom holiday home
- Cleveland House - Perfect for beaches and town.
- Blue Vista
- Harbour Escapes | Exclusive 5 bed Residence with Garden, Swim Tub & Beach Hut
How much does it cost to rent a place to stay near Westbourne in the wintertime?
The average cost for winter rentals in Westbourne is $394 per night. Casai has a wide list of great winter places to stay near Westbourne that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Westbourne that allow pets?
Yes, here are the top cottage/chalet rentals in Westbourne that allow you to bring your pet or dog:
- Sur la Mer - luxury beach retreat
- Hydeaway beautiful 3 bedroom house in a great location
- Alum Chine Beach House
- Luxury garden flat, 2-min walk to beach + parking
See all pet-friendly vacation rentals in Westbourne on Casai.com
Do you have any winter rentals in Westbourne that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Westbourne to find what works for you.
Are there winter accommodations in Westbourne that have indoor swimming pools?
As of 2026, the data from Casai.com shows that there are over 43 private swimming pools or indoor pools accommodations near Westbourne along with other great amenities.
Do any winter holiday rentals in Westbourne have hot tubs?
About 43 holiday rentals in Westbourne boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Westbourne?
Yes, there are many luxury places to stay in Westbourne for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Westbourne with all the best amenities for your next trip.
