Hampshire Vacation Rentals & Ski-in/Ski-out Homes
Apartment
- Chicago
- ·
- West Dundee
- 1.50 mi to center
10.0Exceptional
(26 Reviews)
1 Bedroom
1 Bath
2 Guests
425 ft²
Parking
Kitchen
Air Conditioner
Internet
US $243/Night
7 Nights - US $1,699
Apartment
- Chicago
- ·
- West Dundee
- 1.48 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
570.49 ft²
- Parking
View- Air Conditioner
- Internet
US $237/Night
7 Nights - US $1,659
Hotel
- Chicago
- ·
- West Dundee
- 1.51 mi to center
10.0Exceptional
(21 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $314/Night
7 Nights - US $2,195
Apartment
- Chicago
- ·
- West Dundee
- 1.48 mi to center
10.0Exceptional
(21 Reviews)
1 Bedroom
1 Bath
2 Guests
575 ft²
- Parking
Balcony/Terrace- Kitchen
- Air Conditioner
US $263/Night
7 Nights - US $1,839
House
- Illinois
- ·
- Lake in the Hills
- 1.60 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
8 Guests
1797.57 ft²
- Parking
- Balcony/Terrace
- View
- Internet
US $405/Night
7 Nights - US $2,835
Apartment
- Chicago
- ·
- West Dundee
- 1.50 mi to center
10.0Exceptional
(20 Reviews)
1 Bedroom
1 Bath
2 Guests
425 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $238/Night
7 Nights - US $1,669
Apartment
- Chicago
- ·
- West Dundee
- 1.48 mi to center
10.0Exceptional
(18 Reviews)
1 Bedroom
1 Bath
2 Guests
575 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $263/Night
7 Nights - US $1,839
Apartment
- Chicago
- ·
- West Dundee
- 1.47 mi to center
10.0Exceptional
(17 Reviews)
1 Bedroom
1 Bath
2 Guests
575 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $263/Night
7 Nights - US $1,839
Apartment
- Chicago
- ·
- West Dundee
- 1.50 mi to center
10.0Exceptional
(17 Reviews)
1 Bedroom
1 Bath
2 Guests
425 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $245/Night
7 Nights - US $1,713
Luxury Places to Stay in Hampshire
Over 167+ Luxury Places to Stay in or Near Hampshire
House
- Illinois
- ·
- Plato Center
- 12.50 mi to center
10.0Exceptional
(3 Reviews)
5 Bedrooms
3 Baths
16 Guests
Hot Tub- Air Conditioner
- Internet
Pet Friendly
US $1,324/Night
7 Nights - US $9,266
House
- Illinois
- ·
- Plato Center
- 5.70 mi to center
6.0Good
(2 Reviews)
4 Bedrooms
2 Baths
14 Guests
- Hot Tub
- Air Conditioner
- Internet
Child Friendly
US $969/Night
7 Nights - US $6,781
House
- Illinois
- ·
- Plato Center
- 2.13 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $613/Night
7 Nights - US $4,290
Apartment
10.0Exceptional
(3 Reviews)
6 Bedrooms
3 Baths
4 Guests
- Hot Tub
- Parking
Spa- Balcony/Terrace
US $524/Night
7 Nights - US $3,665
House
3 Bedrooms
3 Baths
6 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $519/Night
7 Nights - US $3,631
New
House
- Illinois
- ·
- Lake in the Hills
- 1.60 mi to center
9.4Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
8 Guests
1800 ft²
Oceanfront- Parking
Ocean View- Balcony/Terrace
US $456/Night
7 Nights - US $3,194
House
- Chicago
- ·
- Crystal Lake
- 0.93 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
1 Bath
4 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $433/Night
7 Nights - US $3,031
House
- Illinois
- ·
- Plato Center
- 3.27 mi to center
1 Bedroom
4 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $419/Night
7 Nights - US $2,931
New
House
- Chicago
- ·
- Crystal Lake
- 2.00 mi to center
1 Bedroom
2 Baths
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $392/Night
7 Nights - US $2,747
Top-Rated Vacation Rentals with a Pool in Hampshire
Over 64+ Top-Rated Vacation Rentals with a Pool in or Near Hampshire
Bed & Breakfast
- Illinois
- ·
- Plato Center
- 9.88 mi to center
9.7Exceptional
(104 Reviews)
7 Bedrooms
7 Baths
19 Guests
566.18 ft²
- Oceanfront
Breakfast- Parking
Pool
US $106/Night
7 Nights - US $739
Hotel
9.4Exceptional
(383 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $136/Night
7 Nights - US $955
Hotel
- Illinois
- ·
- Plato Center
- 9.88 mi to center
9.4Exceptional
(58 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $187/Night
7 Nights - US $1,309
Hotel
9.0Exceptional
(1005 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $142/Night
7 Nights - US $997
Hotel
8.9Fabulous
(17 Reviews)
14 Baths
Private Pool- Pool
- Balcony/Terrace
- Air Conditioner
US $140/Night
7 Nights - US $980
Hotel
8.8Fabulous
(115 Reviews)
1 Bath
- Private Pool
- Parking
- Pool
- Air Conditioner
US $115/Night
7 Nights - US $805
Hotel
8.7Fabulous
(293 Reviews)
14 Baths
446.7 ft²
- Private Pool
- Breakfast
- Parking
- Pool
US $132/Night
7 Nights - US $924
Hotel
- Chicago
- ·
- West Dundee
- 1.90 mi to center
8.5Fabulous
(578 Reviews)
1 Bath
- Private Pool
- Oceanfront
- Parking
- Pool
US $82/Night
7 Nights - US $575
Hotel
- Chicago
- ·
- West Dundee
- 1.90 mi to center
8.4Excellent
(1011 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $116/Night
7 Nights - US $815
Pet-Friendly Vacation Rentals in Hampshire
Over 47+ Pet-Friendly Vacation Rentals in or Near Hampshire
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $128/Night
7 Nights - US $896
Apartment
- Chicago
- ·
- West Dundee
- 1.47 mi to center
9.8Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
570.49 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $256/Night
7 Nights - US $1,790
Apartment
- Chicago
- ·
- North Shore
- 0.11 mi to center
3 Bedrooms
2 Baths
6 Guests
1050 ft²
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $364/Night
7 Nights - US $2,547
Apartment
- Chicago
- ·
- West Dundee
- 1.47 mi to center
9.8Exceptional
(16 Reviews)
1 Bedroom
1 Bath
2 Guests
575 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $263/Night
7 Nights - US $1,839
Apartment
- Chicago
- ·
- West Dundee
- 1.47 mi to center
9.4Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
570.49 ft²
- Parking
- View
- Air Conditioner
- Internet
US $256/Night
7 Nights - US $1,790
House
10.0Exceptional
(21 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $330/Night
7 Nights - US $2,307
House
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1850 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $348/Night
7 Nights - US $2,437
Apartment
9.8Exceptional
(11 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $191/Night
7 Nights - US $1,338
House
- Chicago
- ·
- Crystal Lake
- 2.56 mi to center
9.8Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $303/Night
7 Nights - US $2,119
Large Vacation Homes & Villas in Hampshire
Over 23+ Large Vacation Homes & Villas in or Near Hampshire
New
House
- Chicago
- ·
- Crystal Lake
- 2.21 mi to center
1 Bedroom
3 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $342/Night
7 Nights - US $2,394
House
- Illinois
- ·
- Lake in the Hills
- 1.16 mi to center
4 Bedrooms
2 Baths
10 Guests
1507 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $391/Night
7 Nights - US $2,739
House
- Chicago
- ·
- Crystal Lake
- 2.88 mi to center
4 Bedrooms
3 Baths
12 Guests
- Kitchen
- Internet
- Child Friendly
Laundry
US $582/Night
7 Nights - US $4,071
House
- Chicago
- ·
- Crystal Lake
- 2.21 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
12 Guests
1841 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $360/Night
7 Nights - US $2,519
House
- Illinois
- ·
- Lake in the Hills
- 1.16 mi to center
8.0Excellent
(1 Review)
4 Bedrooms
2 Baths
10 Guests
1507 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $458/Night
7 Nights - US $3,206
House
7.4Very Good
(11 Reviews)
3 Bedrooms
2 Baths
10 Guests
1900 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $2,168/Night
7 Nights - US $15,177
House
- Chicago
- ·
- West Dundee
- 1.91 mi to center
4 Bedrooms
4 Baths
16 Guests
1420 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $652/Night
7 Nights - US $4,563
House
- Chicago
- ·
- West Dundee
- 1.91 mi to center
4 Bedrooms
4 Baths
16 Guests
1420 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $646/Night
7 Nights - US $4,523
House
- Chicago
- ·
- West Dundee
- 1.91 mi to center
4 Bedrooms
4 Baths
16 Guests
1420 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $633/Night
7 Nights - US $4,430
Wheelchair Accessible Vacation Homes in Hampshire
Over 55+ Wheelchair Accessible Vacation Homes in or Near Hampshire
House
- Chicago
- ·
- West Dundee
- 1.91 mi to center
2 Bedrooms
2 Baths
8 Guests
710 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $326/Night
7 Nights - US $2,281
New
Apartment
- Chicago
- ·
- West Dundee
- 1.45 mi to center
2 Bedrooms
1 Bath
4 Guests
355.21 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $173/Night
7 Nights - US $1,213
Hotel
8.6Fabulous
(392 Reviews)
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $122/Night
7 Nights - US $856
House
- Chicago
- ·
- West Dundee
- 1.91 mi to center
1 Bedroom
1 Bath
3 Guests
420 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $326/Night
7 Nights - US $2,281
Hotel
8.7Fabulous
(52 Reviews)
8 Baths
322.92 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $113/Night
7 Nights - US $791
House
- Chicago
- ·
- West Dundee
- 1.91 mi to center
2 Bedrooms
2 Baths
8 Guests
710 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $323/Night
7 Nights - US $2,258
House
- Chicago
- ·
- West Dundee
- 1.91 mi to center
2 Bedrooms
2 Baths
8 Guests
710 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $316/Night
7 Nights - US $2,211
House
- Chicago
- ·
- West Dundee
- 1.91 mi to center
1 Bedroom
1 Bath
3 Guests
420 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $302/Night
7 Nights - US $2,116
House
- Chicago
- ·
- West Dundee
- 1.91 mi to center
1 Bedroom
1 Bath
4 Guests
355 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $162/Night
7 Nights - US $1,137
Hampshire Resorts and Airbnb Homes Under $200
Over 62+ Hampshire Resorts and Airbnb Homes Under $200
Cottage
- Chicago
- ·
- North Shore
- 0.57 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
786 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $200/Night
7 Nights - US $1,399
Apartment
- Chicago
- ·
- West Dundee
- 1.50 mi to center
9.8Exceptional
(22 Reviews)
1 Bedroom
1 Bath
2 Guests
419.79 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $200/Night
7 Nights - US $1,397
Hotel
9.0Exceptional
(37 Reviews)
1 Bath
- Child Friendly
US $158/Night
7 Nights - US $1,109
Apartment
- Chicago
- ·
- West Dundee
- 1.69 mi to center
1 Bedroom
1 Bath
2 Guests
764 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $127/Night
7 Nights - US $888
House
- Illinois
- ·
- Lake in the Hills
- 1.58 mi to center
6.5Good
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- View
- Air Conditioner
- Internet
US $144/Night
7 Nights - US $1,006
New
Apartment
1 Bedroom
1 Bath
930 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $128/Night
7 Nights - US $896
Apartment
- Illinois
- ·
- Plato Center
- 9.25 mi to center
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
4 Guests
470 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $99/Night
7 Nights - US $690
Apartment
- Chicago
- ·
- East Dundee
- 1.25 mi to center
8.8Fabulous
(16 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $159/Night
7 Nights - US $1,113
House
- Chicago
- ·
- West Dundee
- 1.91 mi to center
1 Bedroom
1 Bath
4 Guests
355 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $161/Night
7 Nights - US $1,129
Instantly Bookable Vacation Homes in Hampshire
Over 65+ Instantly Bookable Vacation Homes in or Near Hampshire
Apartment
- Chicago
- ·
- West Dundee
- 1.50 mi to center
9.8Exceptional
(16 Reviews)
1 Bedroom
1 Bath
2 Guests
425 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $245/Night
7 Nights - US $1,713
House
1 Bedroom
1 Bath
- Parking
- Internet
- Child Friendly
- Laundry
US $374/Night
7 Nights - US $2,618
House
10.0Exceptional
(19 Reviews)
4 Bedrooms
2 Baths
8 Guests
1700 ft²
- Hot Tub
- Parking
- Spa
- Ocean View
US $356/Night
7 Nights - US $2,489
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $297/Night
7 Nights - US $2,082
House
9.6Exceptional
(23 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $214/Night
7 Nights - US $1,499
House
9.4Exceptional
(49 Reviews)
4 Bedrooms
3 Baths
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $223/Night
7 Nights - US $1,562
House
8.0Excellent
(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1250 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $392/Night
7 Nights - US $2,745
House
3 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $294/Night
7 Nights - US $2,057
Apartment
10.0Exceptional
(4 Reviews)
1 Bedroom
2 Baths
2 Guests
2000 ft²
- Hot Tub
- Breakfast
- Parking
- Spa
US $297/Night
7 Nights - US $2,082
Book a Last Minute Place to Stay in Hampshire
About Hampshire Vacation Rentals
Explore over 176 vacation rentals in Hampshire with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Hampshire for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Hampshire. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Hampshire tailored to your preferences. On average, these rentals offer 656.77 ft² of space, and are priced at an average of US $284 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Hampshire at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Hampshire
| Type | Count |
|---|---|
| Vacation Homes | 82 |
| Holiday Apartments | 43 |
| B&B | 3 |
| Cottages | 1 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Hampshire
★ Pro Tip: Discover Your Ideal Vacation Rental in Hampshire with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Hampshire, IL
View the weather forecast for Hampshire before booking your Hampshire Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Hampshire, IL
Sunski offers a large selection of top attractions around Hampshire . Research things to do on your vacation before you visit Hampshire.
Frequently Asked Questions About Hampshire?
What are the top vacation rentals in Hampshire?
When organizing your trip to Hampshire, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Hampshire. Peruse our collection of highly-rated properties and secure your reservation today.
- 124 Lofts #3 - Downtown Dundee - Walk to Dining
- The Main Event Game House on the Huntley Square!
- Sinclair Suites
- Kildahl House - Boutique Farmhouse Suite #3
- 124 Lofts #2 - Downtown Dundee - Walk to Dining
- The River House/Stunning Riverfront/Scenic Views/Water Sports/Steps to Marina
- Kildahl House - Boutique Farmhouse Suite #4
- Kildahl House - Boutique Farmhouse Suite #2
- 124 Lofts #1 - Downtown Dundee - Walk to Dining
- Cozy 2-bedroom apartment situated in the heart of quaint East Dundee
How many vacation rentals have private pools in Hampshire?
Uncover 8 vacation rentals boasting private pools near Hampshire. Explore top-rated RBO homes offering access to a swimming pool:
- Large Home for Rent - Beats 2 Hotel Rooms!
- Comfort Suites Elgin Northwest
- Your BIG HOME Getaway, 30 minutes to O'Hare Airport, Only 37 miles to Chicago
- West Dundee .
Which vacation homes or resorts in Hampshire are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Hampshire. Enjoy great views, locations and save money with SunSki Resorts.™
- Cozy 2-bedroom apartment situated in the heart of quaint East Dundee
- Dana Guest House
- Comfort Suites Elgin Northwest
How many SunSkiResorts vacation rentals or resorts are available in Hampshire?
Discover the ideal vacation rental in Hampshire with SunSki Resorts™. We provide an extensive selection of over 176 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Hampshire.
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