Modica Italy Vacations - Vacation Rentals in Chester
House
8.6
(
70 Reviews
)
3 Bedrooms
2 Bathrooms
15 Guests
2368 ft²
-
Hot Tub -
Parking -
Ocean View -
Balcony/Terrace
US $316
/Night
7 Nights - $2,215
House
9.4
(
111 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
731.95 ft²
-
Balcony/Terrace
-
Internet -
Child Friendly
US $99
/Night
7 Nights - $690
Cottage
10.0
(
54 Reviews
)
3 Bedrooms
3 Bathrooms
5 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen -
Internet
US $510
/Night
7 Nights - $3,568
Cottage
10.0
(
7 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $599
/Night
7 Nights - $4,192
Cottage
10.0
(
1 Review
)
3 Bedrooms
1 Bathroom
6 Guests
1399 ft²
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Child Friendly
US $885
/Night
7 Nights - $6,196
Cottage
1 Bedroom
1 Bathroom
4 Guests
969 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $661
/Night
7 Nights - $4,627
Cottage
9.0
(
2 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
1722 ft²
-
Parking
-
Pool -
Balcony/Terrace
-
Kitchen
US $1,205
/Night
7 Nights - $8,432
See More Chester Vacation Rentals
Luxury Places to Stay in Chester
Over 1267+
Luxury Places to Stay in or Near Chester
New
Apartment
2 Bedrooms
1 Bathroom
4 Guests
322.92 ft²
-
Internet
-
Child Friendly
-
Security/Safety
US $6,637
/Night
7 Nights - $46,461
House
5 Bedrooms
5 Bathrooms
10 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $4,724
/Night
7 Nights - $33,071
New
House
7 Bedrooms
7 Bathrooms
14 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $3,318
/Night
7 Nights - $23,227
House
7 Bedrooms
7 Bathrooms
14 Guests
5381.95 ft²
-
Parking
-
Pet Friendly -
Barbecue/Outdoor Cooking -
Sports/Activities
US $2,536
/Night
7 Nights - $17,751
US $1,629
/Night
7 Nights - $11,404
House
1 Bedroom
1 Bathroom
-
Internet
-
Child Friendly
-
Guest Services
US $1,291
/Night
7 Nights - $9,035
See More Chester Luxury Vacation Rentals
Find More Chester Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Chester
Over 27+
Top-Rated Vacation Rentals with a Pool in or Near Chester
Apartment
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast -
Parking
-
Pool
-
Balcony/Terrace
US $314
/Night
7 Nights - $2,201
Cottage
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Parking
-
Pool
-
Balcony/Terrace
-
Internet
US $269
/Night
7 Nights - $1,886
US $158
/Night
7 Nights - $1,106
Apartment
9.2
(
5 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
571 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $205
/Night
7 Nights - $1,438
Hotel
9.0
(
1261 Reviews
)
280.84 ft²
-
Private Pool -
Oceanfront -
Hot Tub
-
Breakfast
US $135
/Night
7 Nights - $942
US $258
/Night
7 Nights - $1,808
Hotel
8.9
(
798 Reviews
)
313.69 ft²
-
Private Pool
-
Hot Tub
-
Breakfast
-
EV Charge Station
US $266
/Night
7 Nights - $1,862
US $120
/Night
7 Nights - $842
See More Chester Vacation Rentals with a Pool
Pet-Friendly Vacation Rentals in Chester
Over 372+
Pet-Friendly Vacation Rentals in or Near Chester
House
10.0
(
16 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
View -
Internet
-
Pet Friendly
US $266
/Night
7 Nights - $1,862
Apartment
10.0
(
11 Reviews
)
1 Bedroom
1 Bathroom
8 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $302
/Night
7 Nights - $2,113
Cottage
10.0
(
1 Review
)
3 Bedrooms
1 Bathroom
6 Guests
1399 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $523
/Night
7 Nights - $3,658
House
10.0
(
4 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Internet
-
Pet Friendly
-
Child Friendly
-
Laundry
US $808
/Night
7 Nights - $5,659
House
10.0
(
3 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
US $169
/Night
7 Nights - $1,183
Cottage
10.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $164
/Night
7 Nights - $1,150
Cottage
10.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1130 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $478
/Night
7 Nights - $3,346
Apartment
10.0
(
2 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Internet
-
Pet Friendly
-
Child Friendly
-
Laundry
US $155
/Night
7 Nights - $1,086
See More Pet-Friendly Vacation Rentals in Chester on PetFriendly.io
Large Vacation Homes & Villas in Chester
Over 133+
Large Vacation Homes & Villas in or Near Chester
House
10.0
(
2 Reviews
)
5 Bedrooms
6 Bathrooms
10 Guests
1722.23 ft²
-
Parking
-
View
-
Internet
-
Pet Friendly
US $869
/Night
7 Nights - $6,083
House
5 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Kitchen
-
Internet
-
Pet Friendly
US $318
/Night
7 Nights - $2,229
House
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
15 Guests
161 ft²
-
Kitchen
-
Internet
-
Child Friendly
-
Laundry
US $356
/Night
7 Nights - $2,489
House
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Pet Friendly
US $316
/Night
7 Nights - $2,214
Apartment
9.0
(
9 Reviews
)
8 Bedrooms
4 Bathrooms
25 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $383
/Night
7 Nights - $2,680
New
House
9.0
(
2 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Child Friendly
US $392
/Night
7 Nights - $2,741
Apartment
8.4
(
6 Reviews
)
5 Bedrooms
3 Bathrooms
14 Guests
-
Child Friendly
US $396
/Night
7 Nights - $2,773
House
8.0
(
3 Reviews
)
5 Bedrooms
3 Bathrooms
11 Guests
US $169
/Night
7 Nights - $1,181
See More Family Vacation Rentals in Chester on FVR
Wheelchair Accessible Vacation Homes in Chester
Over 61+
Wheelchair Accessible Vacation Homes in or Near Chester
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
Wheelchair Accessible
US $121
/Night
7 Nights - $850
House
9.5
(
15 Reviews
)
3 Bedrooms
2 Bathrooms
15 Guests
2368.06 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
US $164
/Night
7 Nights - $1,149
Apartment
7.6
(
68 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
Wheelchair Accessible
US $126
/Night
7 Nights - $881
Apartment
9.4
(
6 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
Wheelchair Accessible
US $127
/Night
7 Nights - $890
Apartment
9.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
Wheelchair Accessible
US $134
/Night
7 Nights - $935
Apartment
8.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
Wheelchair Accessible
US $124
/Night
7 Nights - $869
Apartment
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
Wheelchair Accessible
US $123
/Night
7 Nights - $860
Apartment
7.6
(
5 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Kitchen
-
Child Friendly
-
Wheelchair Accessible
-
Accessibility
US $123
/Night
7 Nights - $861
Chester Vacation Rentals and Airbnb Places to Stay Under $200
Over 538+
Chester Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
10.0
(
5 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
TV
US $127
/Night
7 Nights - $887
Apartment
9.3
(
121 Reviews
)
2 Bedrooms
1 Bathroom
3 Guests
904.17 ft²
-
Parking
-
Balcony/Terrace
-
Internet
-
Child Friendly
US $144
/Night
7 Nights - $1,005
US $128
/Night
7 Nights - $899
Cottage
10.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
625 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $164
/Night
7 Nights - $1,150
Cottage
10.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
3 Guests
1130 ft²
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Child Friendly
US $174
/Night
7 Nights - $1,216
New
House
10.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
743 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $159
/Night
7 Nights - $1,111
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
Laundry
US $122
/Night
7 Nights - $852
House
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
6 Guests
-
Kitchen
-
Internet
-
Child Friendly
-
TV
US $101
/Night
7 Nights - $707
See More Chester Vacation Rental Deals
Instantly Bookable Vacation Homes in Chester
Over 539+
Instantly Bookable Vacation Homes in or Near Chester
Apartment
10.0
(
10 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
1130 ft²
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Child Friendly
US $324
/Night
7 Nights - $2,271
House
3 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $821
/Night
7 Nights - $5,748
New
Condo
10.0
(
10 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
50 ft²
-
Kitchen
-
Internet
-
Child Friendly
-
Laundry
US $247
/Night
7 Nights - $1,728
New
House
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Kitchen
-
Internet
-
Laundry
US $243
/Night
7 Nights - $1,703
House
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
538 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $209
/Night
7 Nights - $1,462
Apartment
10.0
(
1 Review
)
4 Bedrooms
1 Bathroom
8 Guests
-
Parking
-
Kitchen
-
Internet
-
Child Friendly
US $690
/Night
7 Nights - $4,831
New
Apartment
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
3 Guests
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Child Friendly
US $547
/Night
7 Nights - $3,827
Cottage
10.0
(
1 Review
)
4 Bedrooms
1 Bathroom
7 Guests
1561 ft²
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Pet Friendly
US $529
/Night
7 Nights - $3,706
See More Chester Short-Term Vacation Rentals
About Chester Vacation Rentals
With more than 1276 Chester vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Modicaitaly and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Chester.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Modicaitaly Chester, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Chester. Places to stay near Chester are 607.83 ft² on average, with prices averaging US $291 a night.
Modicaitaly makes it easy and safe to find and compare vacation rentals in Chester with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Chester
| Type | Count |
|---|---|
| Vacation Homes | 567 |
| Holiday Apartments | 440 |
| Cottages | 154 |
| Hotels | 77 |
| B&B | 11 |
| Cabin Rentals | 4 |
| Others | 3 |
| Hostels | 1 |
| Resorts | 1 |
| Ski Chalet Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Chester
★ Pro Tip: Modicaitaly makes it easy to compare the best listings on Modicaitaly homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Modicaitaly homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chester.
Weather in Chester
View the weather forecast for Chester before booking your Chester Vacation Rentals to confirm your best time to go.
December - February
High 43°F Low 32°F
March - May
High 61°F Low 36°F
June - August
High 63°F Low 48°F
September - November
High 58°F Low 35°F
Chester Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Chester?
There are a lot of options in Chester. If you plan on staying in the Chester area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chester:
- A fascinating grade II listed cottage within the heart of historic Chester
- Luxury and private 2 bedroom bungalow with hot tub, prime location in Chester
- Beautifully renovated cottage/Barn Conversion
- The Duke's Townhouse
- 1 bedroom accommodation in Weetwood, near Kelsall
- Stonewood Country Lodge
- Rondeva
- Chester Apartments
- Historic City Centre Townhouse
- Modern Central 2 Bed Apartment
How many vacation rentals have private pools in Chester?
There are 8 vacation rentals with private pools near Chester. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Chester are best for families?
If you are looking for a family-friendly vacation home in Chester, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chester:
How many vacation rentals are available in Chester?
Currently, the total number of properties listed in 2026 is over 1276 in the Chester area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chester.
