Jackson Vacation Rentals & Ski-in/Ski-out Homes
Apartment
10.0Exceptional
(203 Reviews)
2 Bedrooms
1 Bath
6 Guests
650 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
US $197/Night
7 Nights - US $1,377
Bed & Breakfast
10.0Exceptional
(3 Reviews)
5 Bedrooms
5 Baths
10 Guests
508.05 ft²
- Balcony/Terrace
Parking
Air Conditioner
Internet
US $196/Night
7 Nights - US $1,372
Bed & Breakfast
9.8Exceptional
(41 Reviews)
1 Bedroom
1 Bath
Spa- Fireplace/Heating
- Balcony/Terrace
Breakfast
US $357/Night
7 Nights - US $2,500
House
10.0Exceptional
(25 Reviews)
2 Bedrooms
1 Bath
4 Guests
825 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
US $237/Night
7 Nights - US $1,660
House
10.0Exceptional
(1 Review)
3 Bedrooms
4 Baths
12 Guests
3831.95 ft²
- Fireplace/Heating
Pet Friendly- Parking
- Internet
US $383/Night
7 Nights - US $2,681
House
10.0Exceptional
(20 Reviews)
2 Bedrooms
1 Bath
4 Guests
600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $202/Night
7 Nights - US $1,417
Apartment
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
1500 ft²
- Kitchen
- Parking
- Air Conditioner
- Internet
US $300/Night
7 Nights - US $2,099
House
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
1100 ft²
- View
- Kitchen
- Parking
- Air Conditioner
US $213/Night
7 Nights - US $1,488
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
1250 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $421/Night
7 Nights - US $2,948
Luxury Places to Stay in Jackson
Over 184+ Luxury Places to Stay in or Near Jackson
Other
9.8Exceptional
(25 Reviews)
6 Bedrooms
5 Baths
16 Guests
4600 ft²
- Fireplace/Heating
Pool- Balcony/Terrace
- Breakfast
US $1,651/Night
7 Nights - US $11,558
House
10.0Exceptional
(1 Review)
5 Bedrooms
4 Baths
12 Guests
3500 ft²
Hot Tub- Spa
- Fireplace/Heating
- Balcony/Terrace
US $1,590/Night
7 Nights - US $11,130
New
House
5 Bedrooms
4 Baths
15 Guests
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,483/Night
7 Nights - US $10,383
House
10.0Exceptional
(1 Review)
9 Bedrooms
6 Baths
18 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,411/Night
7 Nights - US $9,874
New
House
5 Bedrooms
3 Baths
12 Guests
2400.35 ft²
Private Beach
Oceanfront- Fireplace/Heating
- Pool
US $1,301/Night
7 Nights - US $9,109
House
9.8Exceptional
(55 Reviews)
5 Bedrooms
3 Baths
12 Guests
6000 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $1,299/Night
7 Nights - US $9,094
House
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
US $1,182/Night
7 Nights - US $8,271
House
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
8 Guests
3000 ft²
- Balcony/Terrace
- Kitchen
- Internet
Security/Safety
US $950/Night
7 Nights - US $6,647
House
4 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $893/Night
7 Nights - US $6,253
Top-Rated Vacation Rentals with a Pool in Jackson
Over 45+ Top-Rated Vacation Rentals with a Pool in or Near Jackson
Other
10.0Exceptional
(45 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $304/Night
7 Nights - US $2,125
Other
9.8Exceptional
(33 Reviews)
3 Bedrooms
3 Baths
11 Guests
3600 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $825/Night
7 Nights - US $5,773
House
- Wisconsin
- ·
- Village of Germantown
- 1.29 mi to center
9.8Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $254/Night
7 Nights - US $1,780
Bed & Breakfast
9.6Exceptional
(450 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $182/Night
7 Nights - US $1,276
Hotel
9.5Exceptional
(42 Reviews)
3 Baths
398.26 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $242/Night
7 Nights - US $1,696
Hotel
9.2Exceptional
(233 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $162/Night
7 Nights - US $1,136
Hotel
- Milwaukee
- ·
- Menomonee Falls
- 2.48 mi to center
9.2Exceptional
(166 Reviews)
1 Bath
- Pool
- Breakfast
- Parking
- Air Conditioner
US $124/Night
7 Nights - US $867
Hotel
9.0Exceptional
(648 Reviews)
1 Bath
Skiing- Fireplace/Heating
- Pool
- Breakfast
US $157/Night
7 Nights - US $1,101
Hotel
- Milwaukee
- ·
- Menomonee Falls
- 2.51 mi to center
9.0Exceptional
(638 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $157/Night
7 Nights - US $1,096
Pet-Friendly Vacation Rentals in Jackson
Over 55+ Pet-Friendly Vacation Rentals in or Near Jackson
Apartment
9.8Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $409/Night
7 Nights - US $2,864
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
1550 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $260/Night
7 Nights - US $1,820
Apartment
9.6Exceptional
(39 Reviews)
1 Bedroom
1 Bath
4 Guests
893 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $148/Night
7 Nights - US $1,035
Apartment
9.3Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
8 Guests
1194.79 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $150/Night
7 Nights - US $1,050
House
10.0Exceptional
(23 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $220/Night
7 Nights - US $1,539
House
10.0Exceptional
(22 Reviews)
2 Bedrooms
2 Baths
6 Guests
1672 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $211/Night
7 Nights - US $1,478
House
10.0Exceptional
(11 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $353/Night
7 Nights - US $2,472
Apartment
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $248/Night
7 Nights - US $1,733
Cabin
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $239/Night
7 Nights - US $1,670
Large Vacation Homes & Villas in Jackson
Over 30+ Large Vacation Homes & Villas in or Near Jackson
House
10.0Exceptional
(13 Reviews)
5 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $393/Night
7 Nights - US $2,748
House
10.0Exceptional
(1 Review)
2 Bedrooms
3 Baths
12 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $370/Night
7 Nights - US $2,590
House
- Milwaukee
- ·
- Menomonee Falls
- 2.91 mi to center
9.4Exceptional
(16 Reviews)
4 Bedrooms
1 Bath
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $320/Night
7 Nights - US $2,241
House
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
10 Guests
2028 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $420/Night
7 Nights - US $2,937
House
8.6Fabulous
(5 Reviews)
8 Bedrooms
7 Baths
25 Guests
788.45 ft²
- Fireplace/Heating
- View
- Breakfast
- Parking
US $98/Night
7 Nights - US $686
House
10.0Exceptional
(46 Reviews)
6 Bedrooms
3 Baths
10 Guests
3200 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $818/Night
7 Nights - US $5,723
House
- Milwaukee
- ·
- Village of Richfield
- 1.81 mi to center
10.0Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
10 Guests
1300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $352/Night
7 Nights - US $2,467
House
10.0Exceptional
(5 Reviews)
5 Bedrooms
3 Baths
17 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $811/Night
7 Nights - US $5,678
House
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
12 Guests
2400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $860/Night
7 Nights - US $6,018
Wheelchair Accessible Vacation Homes in Jackson
Over 29+ Wheelchair Accessible Vacation Homes in or Near Jackson
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
1550 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $305/Night
7 Nights - US $2,134
Hotel
9.4Exceptional
(97 Reviews)
32 Baths
233.78 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Parking
US $322/Night
7 Nights - US $2,256
Bed & Breakfast
9.2Exceptional
(1003 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Breakfast
- Parking
- Air Conditioner
US $187/Night
7 Nights - US $1,307
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $324/Night
7 Nights - US $2,270
Hotel
- Milwaukee
- ·
- Menomonee Falls
- 2.44 mi to center
8.9Fabulous
(58 Reviews)
1 Bath
339.83 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $195/Night
7 Nights - US $1,366
Hotel
8.8Fabulous
(692 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $175/Night
7 Nights - US $1,224
Apartment
1 Bedroom
1 Bath
4 Guests
1450 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $433/Night
7 Nights - US $3,028
Hotel
8.7Fabulous
(96 Reviews)
1 Bath
301.39 ft²
- Private Pool
- Hot Tub
- Pool
- Breakfast
US $247/Night
7 Nights - US $1,729
House
4.0Average
(5 Reviews)
5 Bedrooms
2 Baths
10 Guests
2800 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $466/Night
7 Nights - US $3,263
Jackson Resorts and Airbnb Homes Under $200
Over 57+ Jackson Resorts and Airbnb Homes Under $200
Other
2 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $91/Night
7 Nights - US $637
House
2 Bedrooms
1 Bath
4 Guests
1097.92 ft²
- Spa
- Parking
- Internet
- Child Friendly
US $82/Night
7 Nights - US $574
House
9.4Exceptional
(136 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $178/Night
7 Nights - US $1,243
Other
2 Bedrooms
1 Bath
6 Guests
1100 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Internet
US $85/Night
7 Nights - US $595
Apartment
2 Bedrooms
1 Bath
3 Guests
1001.04 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $109/Night
7 Nights - US $765
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
3 Guests
997 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $151/Night
7 Nights - US $1,059
Apartment
- Wisconsin
- ·
- Village of Germantown
- 1.01 mi to center
9.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $162/Night
7 Nights - US $1,132
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $90/Night
7 Nights - US $630
Cottage
9.6Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $183/Night
7 Nights - US $1,278
Instantly Bookable Vacation Homes in Jackson
Over 56+ Instantly Bookable Vacation Homes in or Near Jackson
House
- Milwaukee
- ·
- Thiensville
- 0.21 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $384/Night
7 Nights - US $2,685
House
- Milwaukee
- ·
- Thiensville
- 0.21 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $243/Night
7 Nights - US $1,698
House
- Milwaukee
- ·
- Thiensville
- 0.21 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $241/Night
7 Nights - US $1,686
Apartment
9.8Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
8 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $233/Night
7 Nights - US $1,630
House
- Milwaukee
- ·
- Thiensville
- 0.21 mi to center
8.0Excellent
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $398/Night
7 Nights - US $2,783
House
7.2Very Good
(7 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Kitchen
- Parking
- Air Conditioner
- Internet
US $205/Night
7 Nights - US $1,434
House
10.0Exceptional
(108 Reviews)
3 Bedrooms
1 Bath
6 Guests
1450 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $320/Night
7 Nights - US $2,237
House
- Milwaukee
- ·
- Thiensville
- 0.46 mi to center
10.0Exceptional
(18 Reviews)
4 Bedrooms
2 Baths
6 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $317/Night
7 Nights - US $2,216
House
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
8 Guests
1050 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $358/Night
7 Nights - US $2,503
Book a Last Minute Place to Stay in Jackson
About Jackson Vacation Rentals
Explore over 193 vacation rentals in Jackson 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 Jackson 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 Jackson. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Jackson tailored to your preferences. On average, these rentals offer 684.52 ft² of space, and are priced at an average of US $512 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Jackson 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 Jackson
| Type | Count |
|---|---|
| Vacation Homes | 100 |
| Holiday Apartments | 22 |
| Others | 5 |
| B&B | 4 |
| Cabin Rentals | 3 |
| Cottages | 3 |
Use these Quick Filters to Find a Vacation Rental in Jackson
★ Pro Tip: Discover Your Ideal Vacation Rental in Jackson 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 Jackson, WI
View the weather forecast for Jackson before booking your Jackson 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 Jackson, WI
Sunski offers a large selection of top attractions around Jackson . Research things to do on your vacation before you visit Jackson.
Other Places to Stay in Jackson, WI
Frequently Asked Questions About Jackson?
What are the top vacation rentals in Jackson?
When organizing your trip to Jackson, 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 Jackson. Peruse our collection of highly-rated properties and secure your reservation today.
- Prime location in the heart of it all on Washington Ave
- Our Happy Place in Cedarburg, WI
- Modern, Spacious Home near Cedarburg - Perfect for Families and Girls' Getaways!
- Private estate with tennis court and more
- Big Cedar Lake, 125 feet of sandy frontage, beautiful shore, sunsets, spacious
- Pet-friendly, Kid-friendly Farmhouse near Holy Hill, Ice Age Trail, State Forest
- Piper's Retreat: 4 bed, 2.5 bath by Erin Hills Golf, Glacier Hills, Holy Hill
- One-of-a-kind Blue Tree House Retreat Holy Hill Getaway Hiking Trails
- Charming duplex walkable to historic downtown Cedarburg
- Take a short walk on the Ice Age Trail to Pike Lake State Park, 5 min away.
How many vacation rentals have private pools in Jackson?
Uncover 14 vacation rentals boasting private pools near Jackson. Explore top-rated RBO homes offering access to a swimming pool:
- Best Western Germantown Inn
- Hampton Inn & Suites West Bend
- SpringHill Suites by Marriott Menomonee Falls
- Comfort Inn & Suites NW Milwaukee
Which vacation homes or resorts in Jackson are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Jackson. Enjoy great views, locations and save money with SunSki Resorts.™
How many SunSkiResorts vacation rentals or resorts are available in Jackson?
Discover the ideal vacation rental in Jackson with SunSki Resorts™. We provide an extensive selection of over 193 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Jackson.
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