US $214/Night
7 Nights - US $1,495
Rehoboth Winter Rentals & Holiday Homes
Discover winter rentals Rehoboth - We found 171 exact matches
- Up-front pricing
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Compare Winter Rental in Rehoboth
House
10.0(3 Reviews)
1 Bedroom
4 Guests
Oceanfront
Breakfast
Parking
Pool
US $87/Night
7 Nights - US $610
US $64/Night
7 Nights - US $449
US $55/Night
7 Nights - US $385
Villa
10.0(2 Reviews)
1 Bedroom
2 Guests
- Parking
Balcony/Terrace
View
Air Conditioner
US $81/Night
7 Nights - US $569
Cottage
4 Bedrooms
8 Guests
Private Pool- Pool
- Balcony/Terrace
Kitchen
US $240/Night
7 Nights - US $1,682
House
10.0(1 Review)
2 Bedrooms
4 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Air Conditioner
US $1,411/Night
7 Nights - US $9,877
Apartment
1 Bedroom
4 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $160/Night
7 Nights - US $1,120
US $91/Night
7 Nights - US $638
Apartment
1 Bedroom
2 Guests
- Air Conditioner
Internet
Child Friendly
Laundry
US $78/Night
7 Nights - US $546
Villa
9.9(101 Reviews)
4 Bedrooms
10 Guests
Hot Tub- Parking
- Pool
- Balcony/Terrace
US $236/Night
7 Nights - US $1,652
House
1 Bedroom
4 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
US $71/Night
7 Nights - US $497
Apartment
9.9(16 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $56/Night
7 Nights - US $391
House
1 Bedroom
4 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $70/Night
7 Nights - US $490
House
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $60/Night
7 Nights - US $420
House
1 Bedroom
2 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $56/Night
7 Nights - US $392
House
1 Bedroom
2 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
- Pet Friendly
US $56/Night
7 Nights - US $392
US $55/Night
7 Nights - US $385
US $55/Night
7 Nights - US $385
US $55/Night
7 Nights - US $385
US $55/Night
7 Nights - US $385
US $55/Night
7 Nights - US $385
House
1 Bedroom
1 Guest
- Parking
- Pool
- Kitchen
- Air Conditioner
US $40/Night
7 Nights - US $278
Ski Chalet
1 Bedroom
2 Guests
- Air Conditioner
- Internet
- Child Friendly
Bedding/Linens
US $446/Night
7 Nights - US $3,122
About Rehoboth Winter Rental on Casai.com
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 171 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.
Frequently Asked Questions About Rehoboth Winter Rentals
What are the top rated Winter Rentals in Rehoboth?
There are a lot of options in Rehoboth. If you plan on staying in the Rehoboth area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Rehoboth:
How much does it cost to rent a place to stay near Rehoboth in the wintertime?
The average cost for winter rentals in Rehoboth is $393 per night. Casai has a wide list of great winter places to stay near Rehoboth that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Rehoboth that allow pets?
Yes, here are the top cottage/chalet rentals in Rehoboth that allow you to bring your pet or dog:
- Sweeter Dream Rooms
- Sapphire Studio Self Catering At 54
- Guesthouse Terra Africa
- casa bem vindo Windoek (6)
See all pet-friendly vacation rentals in Rehoboth on Casai.com
Do you have any winter rentals in Rehoboth that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Rehoboth to find what works for you.
Are there winter accommodations in Rehoboth that have indoor swimming pools?
As of 2026, the data from Casai.com shows that there are over 171 private swimming pools or indoor pools accommodations near Rehoboth along with other great amenities.
Do any winter holiday rentals in Rehoboth have hot tubs?
About 171 holiday rentals in Rehoboth boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Rehoboth?
Yes, there are many luxury places to stay in Rehoboth for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Rehoboth with all the best amenities for your next trip.
