House
10.0(52 Reviews)
3 Bedrooms
6 Guests
Parking
Ocean View
Balcony/Terrace
View
US $651/Night
7 Nights - US $4,555
Hamilton Winter Rentals & Holiday Homes
Discover winter rentals Hamilton - We found 48 exact matches
- Up-front pricing
- No markup
- Trusted partners
Compare Winter Rental in Hamilton
10.0
Apartment
9.5(15 Reviews)
2 Bedrooms
4 Guests
EV Charge Station- Parking
Pool- Balcony/Terrace
US $400/Night
7 Nights - US $2,800
Bed & Breakfast
9.4(169 Reviews)
1 Bedroom
Breakfast- Balcony/Terrace
Kitchen
Air Conditioner
US $554/Night
7 Nights - US $3,878
Cottage
10.0(22 Reviews)
1 Bedroom
2 Guests
Private Pool- Parking
- Pool
- Balcony/Terrace
US $285/Night
7 Nights - US $1,993
Apartment
8.8(28 Reviews)
2 Bedrooms
6 Guests
Private Beach- EV Charge Station
- Parking
- Ocean View
US $366/Night
7 Nights - US $2,559
House
10.0(13 Reviews)
3 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,007/Night
7 Nights - US $7,049
House
8.5(88 Reviews)
5 Bedrooms
11 Guests
- EV Charge Station
- Parking
- Pool
Skiing
US $212/Night
7 Nights - US $1,481
Apartment
10.0(13 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $609/Night
7 Nights - US $4,261
Resort
8.1(42 Reviews)
18 Guests
Hot Tub- Breakfast
- EV Charge Station
- Parking
US $397/Night
7 Nights - US $2,782
House
10.0(4 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $2,123/Night
7 Nights - US $14,864
Hotel
8.7(216 Reviews)
- Private Pool
- Private Beach
- Hot Tub
- Breakfast
US $594/Night
7 Nights - US $4,159
Condo
10.0(1 Review)
3 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $349/Night
7 Nights - US $2,443
Apartment
10.0(1 Review)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $321/Night
7 Nights - US $2,244
House
9.8(142 Reviews)
3 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $530/Night
7 Nights - US $3,712
Cottage
9.8(94 Reviews)
2 Bedrooms
7 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $693/Night
7 Nights - US $4,848
Apartment
9.6(34 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $218/Night
7 Nights - US $1,525
Apartment
9.4(16 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $339/Night
7 Nights - US $2,374
Apartment
9.2(46 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $229/Night
7 Nights - US $1,603
Apartment
8.0(1 Review)
1 Bedroom
3 Guests
- Parking
- Kitchen
- Air Conditioner
Internet
US $346/Night
7 Nights - US $2,423
House
5 Bedrooms
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $1,820/Night
7 Nights - US $12,737
New
House
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $1,721/Night
7 Nights - US $12,046
House
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $992/Night
7 Nights - US $6,941
Apartment
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $857/Night
7 Nights - US $5,998
New
Apartment
3 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $675/Night
7 Nights - US $4,727
About Hamilton Winter Rental on BedroomVillas
At BedroomVillas, we feature a wide range of listings for accommodations in Hamilton that are perfect for your winter trip or seasonal escape. Our listings include hotels, private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that travelers are sure to love. BedroomVillas winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you are escaping the snow or running to it, BedroomVillas helps connect you to the best cabins, bungalows, lodges, and villas, as well as the best places to stay in both sun and ski resorts. BedroomVillas will make your winter getaway an unforgettable experience.
BedroomVillas offers luxury finds for travelers planning on renting a place in Hamilton, to enjoy these benefits and to book your winter vacation homes, go to the BedroomVillas filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of incredible winter vacation rentals without hassle. Our interactive map is also available, so you can view destinations spanning the globe or around Hamilton and unlock even more amazing deals. Relax with BedroomVillas.
Frequently Asked Questions About Hamilton Winter Rentals
What are the top rated Winter Rentals in Hamilton?
There are a lot of options in Hamilton. If you plan on staying in the Hamilton area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Hamilton:
- Royal Palms Hotel
- Rosedon Hotel - Adults Only
- Hamilton Princess - Fairmont Gold Experience
- Coco Reef Bermuda
- Dawkins Manor Hotel
- 2 Bedroom Escape, Walk to Beach - 5 Min to city
- Cozy 1-bedroom apartment in delightful Devonshire just a walk to the city.
- Fantastic condo accommodating 6 people with spectacular view of the South Shore
- Private Beach - Cliffs of Marley - Studio - Halfway to heaven -
- BeachWalkComplx Steps To Beach LargePool Central
How much does it cost to rent a place to stay near Hamilton in the wintertime?
The average cost for winter rentals in Hamilton is $637 per night. BedroomVillas has a wide list of great winter places to stay near Hamilton that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Hamilton that allow pets?
Yes, here are the top cottage/chalet rentals in Hamilton that allow you to bring your pet or dog:
- CHARMING THREE BEDROOM COTTAGE AT MARLEY BEACH, WARICK
- Frognal Apartment
- The Oxford House
- Natalia Pool Cottage - This is great for a weekend getaway !
See all pet-friendly vacation rentals in Hamilton on BedroomVillas
Do you have any winter rentals in Hamilton that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Hamilton to find what works for you.
Are there winter accommodations in Hamilton that have indoor swimming pools?
As of 2026, the data from BedroomVillas shows that there are over 48 private swimming pools or indoor pools accommodations near Hamilton along with other great amenities.
Do any winter holiday rentals in Hamilton have hot tubs?
About 48 holiday rentals in Hamilton boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Hamilton?
Yes, there are many luxury places to stay in Hamilton for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Hamilton with all the best amenities for your next trip.
