Sullivan Vacation Rentals & Ski-in/Ski-out Homes
House
10.0Exceptional
(17 Reviews)
2 Bedrooms
1 Bath
6 Guests
760 ft²
Oceanfront
Parking
Ocean View
Balcony/Terrace
US $354/Night
7 Nights - US $2,480
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
8 Guests
796.53 ft²
- Parking
Internet
Laundry
Sports/Activities
US $291/Night
7 Nights - US $2,035
House
- Milwaukee
- ·
- Oconomowoc
- 1.92 mi to center
9.8Exceptional
(6 Reviews)
1 Bedroom
1 Bath
- Parking
- Internet
Child Friendly
TV
US $356/Night
7 Nights - US $2,493
Apartment
10.0Exceptional
(11 Reviews)
2 Bedrooms
1 Bath
8 Guests
800 ft²
- Parking
Kitchen
Air Conditioner- Internet
US $312/Night
7 Nights - US $2,183
House
9.8Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1905.21 ft²
- Parking
Spa- Internet
Pet Friendly
US $287/Night
7 Nights - US $2,009
Apartment
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $290/Night
7 Nights - US $2,028
Villa
- Milwaukee
- ·
- Oconomowoc
- 1.98 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
5 Guests
1650 ft²
Hot Tub- Parking
- Ocean View
- Balcony/Terrace
US $261/Night
7 Nights - US $1,828
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
620 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $381/Night
7 Nights - US $2,666
Apartment
9.8Exceptional
(12 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $328/Night
7 Nights - US $2,297
Luxury Places to Stay in Sullivan
Over 133+ Luxury Places to Stay in or Near Sullivan
House
- Milwaukee
- ·
- Oconomowoc
- 2.78 mi to center
9.6Exceptional
(8 Reviews)
8 Bedrooms
5 Baths
15 Guests
10700 ft²
Private Pool- Oceanfront
- Hot Tub
Breakfast
US $3,910/Night
7 Nights - US $27,368
House
- Milwaukee
- ·
- Oconomowoc
- 2.69 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
4 Baths
8 Guests
3200 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $2,615/Night
7 Nights - US $18,308
House
10.0Exceptional
(35 Reviews)
5 Bedrooms
4 Baths
12 Guests
3800 ft²
- Hot Tub
- Parking
- Spa
- Ocean View
US $2,306/Night
7 Nights - US $16,144
House
- Milwaukee
- ·
- Oconomowoc
- 1.91 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
8 Guests
4800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,249/Night
7 Nights - US $15,742
House
- Wisconsin
- ·
- Honey Creek
- 17.16 mi to center
10.0Exceptional
(3 Reviews)
5 Bedrooms
3 Baths
15 Guests
- Parking
- Ocean View
- Balcony/Terrace
View
US $1,576/Night
7 Nights - US $11,032
House
10.0Exceptional
(9 Reviews)
4 Bedrooms
3 Baths
8 Guests
3600 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $1,467/Night
7 Nights - US $10,268
House
- Milwaukee
- ·
- Okauchee Lake
- 1.01 mi to center
9.4Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
10 Guests
2000 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,211/Night
7 Nights - US $8,479
House
9.4Exceptional
(19 Reviews)
5 Bedrooms
2 Baths
16 Guests
3300 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $1,142/Night
7 Nights - US $7,997
House
10.0Exceptional
(39 Reviews)
5 Bedrooms
3 Baths
10 Guests
3500 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $1,104/Night
7 Nights - US $7,725
Top-Rated Vacation Rentals with a Pool in Sullivan
Over 39+ Top-Rated Vacation Rentals with a Pool in or Near Sullivan
Apartment
- Milwaukee
- ·
- Oconomowoc
- 2.47 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Breakfast
- Parking
Pool
US $163/Night
7 Nights - US $1,141
Apartment
- Milwaukee
- ·
- Oconomowoc
- 2.37 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
8 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
US $276/Night
7 Nights - US $1,931
Apartment
- Milwaukee
- ·
- Oconomowoc
- 2.42 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
6 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
US $151/Night
7 Nights - US $1,057
House
- Milwaukee
- ·
- Oconomowoc
- 1.29 mi to center
9.8Exceptional
(7 Reviews)
3 Bedrooms
1 Bath
10 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $283/Night
7 Nights - US $1,981
Hotel
- Fort Atkinson
- ·
- Jefferson
- 2.82 mi to center
9.6Exceptional
(397 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $119/Night
7 Nights - US $835
Hotel
9.4Exceptional
(686 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $157/Night
7 Nights - US $1,099
Hotel
- Milwaukee
- ·
- Oconomowoc
- 2.64 mi to center
9.2Exceptional
(910 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $121/Night
7 Nights - US $846
Hotel
- Milwaukee
- ·
- Summit Corners
- 0.19 mi to center
9.2Exceptional
(211 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $141/Night
7 Nights - US $989
Hotel
9.1Exceptional
(122 Reviews)
1 Bath
322.92 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $140/Night
7 Nights - US $980
Pet-Friendly Vacation Rentals in Sullivan
Over 28+ Pet-Friendly Vacation Rentals in or Near Sullivan
Apartment
9.6Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $237/Night
7 Nights - US $1,662
Hotel
- Fort Atkinson
- ·
- Jefferson
- 2.79 mi to center
8.9Fabulous
(127 Reviews)
1 Bath
374.05 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $147/Night
7 Nights - US $1,029
House
10.0Exceptional
(29 Reviews)
5 Bedrooms
3 Baths
16 Guests
3000 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $577/Night
7 Nights - US $4,039
Hotel
- Milwaukee
- ·
- Oconomowoc
- 2.67 mi to center
8.6Fabulous
(158 Reviews)
10 Baths
544.65 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $116/Night
7 Nights - US $810
House
- Milwaukee
- ·
- Oconomowoc
- 2.49 mi to center
10.0Exceptional
(27 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $625/Night
7 Nights - US $4,375
House
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $602/Night
7 Nights - US $4,211
House
9.4Exceptional
(10 Reviews)
3 Bedrooms
1 Bath
8 Guests
1900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $396/Night
7 Nights - US $2,775
House
4 Bedrooms
3 Baths
12 Guests
3014 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $998/Night
7 Nights - US $6,988
House
3 Bedrooms
3 Baths
6 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $281/Night
7 Nights - US $1,970
Large Vacation Homes & Villas in Sullivan
Over 21+ Large Vacation Homes & Villas in or Near Sullivan
House
- Milwaukee
- ·
- Oconomowoc
- 2.25 mi to center
10.0Exceptional
(134 Reviews)
4 Bedrooms
3 Baths
13 Guests
2500 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $231/Night
7 Nights - US $1,616
House
5 Bedrooms
4 Baths
10 Guests
3950.35 ft²
- Parking
- Balcony/Terrace
- View
- Internet
US $880/Night
7 Nights - US $6,160
House
- Milwaukee
- ·
- Oconomowoc
- 2.04 mi to center
10.0Exceptional
(44 Reviews)
4 Bedrooms
3 Baths
10 Guests
3500 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $583/Night
7 Nights - US $4,079
House
10.0Exceptional
(12 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $501/Night
7 Nights - US $3,504
House
9.8Exceptional
(46 Reviews)
3 Bedrooms
2 Baths
100 Guests
1900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $406/Night
7 Nights - US $2,844
House
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
10 Guests
3950 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,080/Night
7 Nights - US $7,560
House
- Wisconsin
- ·
- Honey Creek
- 16.39 mi to center
9.4Exceptional
(12 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $461/Night
7 Nights - US $3,228
House
- Milwaukee
- ·
- Okauchee Lake
- 0.46 mi to center
10.0Exceptional
(25 Reviews)
4 Bedrooms
2 Baths
10 Guests
3200 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $735/Night
7 Nights - US $5,145
House
10.0Exceptional
(13 Reviews)
6 Bedrooms
6 Baths
12 Guests
- Hot Tub
- Air Conditioner
- Internet
- Laundry
US $3,248/Night
7 Nights - US $22,734
Wheelchair Accessible Vacation Homes in Sullivan
Over 12+ Wheelchair Accessible Vacation Homes in or Near Sullivan
Condo
4.0Average
(1 Review)
1 Bedroom
1 Bath
6 Guests
- Breakfast
- Parking
- Pool
- Kitchen
US $150/Night
7 Nights - US $1,049
Hotel
- Milwaukee
- ·
- Summit Corners
- 0.23 mi to center
8.8Fabulous
(90 Reviews)
1 Bath
340.86 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $172/Night
7 Nights - US $1,202
Hotel
9.6Exceptional
(485 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $279/Night
7 Nights - US $1,954
Condo
- Milwaukee
- ·
- Oconomowoc
- 2.72 mi to center
2 Bedrooms
1 Bath
8 Guests
- Breakfast
- Parking
- Pool
- Kitchen
US $261/Night
7 Nights - US $1,826
Hotel
- Milwaukee
- ·
- Summit Corners
- 0.19 mi to center
8.2Excellent
(37 Reviews)
1 Bath
520.25 ft²
- Private Pool
EV Charge Station- Parking
- Pool
US $140/Night
7 Nights - US $980
Hotel
- Milwaukee
- ·
- Summit Corners
- 0.26 mi to center
9.0Exceptional
(699 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $129/Night
7 Nights - US $902
Condo
- Milwaukee
- ·
- Oconomowoc
- 2.61 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
6 Guests
- Breakfast
- Parking
- Pool
- Kitchen
US $208/Night
7 Nights - US $1,456
Hotel
8.1Excellent
(227 Reviews)
5 Baths
368.13 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
US $117/Night
7 Nights - US $821
Hotel
- Fort Atkinson
- ·
- Watertown
- 7.96 mi to center
8.1Excellent
(207 Reviews)
7 Baths
402.88 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $119/Night
7 Nights - US $836
Sullivan Resorts and Airbnb Homes Under $200
Over 23+ Sullivan Resorts and Airbnb Homes Under $200
House
1 Bedroom
2 Baths
6 Guests
- Balcony/Terrace
- Child Friendly
Barbecue/Outdoor Cooking
Security/Safety
US $179/Night
7 Nights - US $1,250
Hotel
7.5Very Good
(156 Reviews)
6 Baths
464.64 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $136/Night
7 Nights - US $950
Hotel
- Fort Atkinson
- ·
- Johnson Creek
- 0.81 mi to center
8.2Excellent
(1006 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $97/Night
7 Nights - US $682
Apartment
- Milwaukee
- ·
- Oconomowoc
- 2.71 mi to center
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
US $187/Night
7 Nights - US $1,307
Hotel
- Fort Atkinson
- ·
- Jefferson
- 1.40 mi to center
7.0Very Good
(96 Reviews)
9 Baths
301.39 ft²
- Breakfast
- Parking
- Internet
- Child Friendly
US $120/Night
7 Nights - US $843
Apartment
- Milwaukee
- ·
- Oconomowoc
- 2.87 mi to center
1 Bedroom
1 Bath
6 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
US $175/Night
7 Nights - US $1,223
Apartment
- Milwaukee
- ·
- Oconomowoc
- 2.67 mi to center
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
US $163/Night
7 Nights - US $1,140
Apartment
- Milwaukee
- ·
- Oconomowoc
- 2.80 mi to center
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
US $141/Night
7 Nights - US $989
Apartment
- Milwaukee
- ·
- Oconomowoc
- 2.83 mi to center
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
US $134/Night
7 Nights - US $936
Instantly Bookable Vacation Homes in Sullivan
Over 48+ Instantly Bookable Vacation Homes in or Near Sullivan
Apartment
9.8Exceptional
(6 Reviews)
1 Bedroom
1 Bath
6 Guests
750 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $252/Night
7 Nights - US $1,765
Cabin
7.8Very Good
(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
750 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $561/Night
7 Nights - US $3,925
Apartment
- Milwaukee
- ·
- Oconomowoc
- 2.35 mi to center
2 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
US $304/Night
7 Nights - US $2,130
House
10.0Exceptional
(92 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $309/Night
7 Nights - US $2,163
Apartment
- Milwaukee
- ·
- Oconomowoc
- 2.04 mi to center
10.0Exceptional
(41 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $408/Night
7 Nights - US $2,859
House
- Milwaukee
- ·
- Oconomowoc
- 1.15 mi to center
10.0Exceptional
(41 Reviews)
3 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $327/Night
7 Nights - US $2,286
House
- Wisconsin
- ·
- Honey Creek
- 17.42 mi to center
10.0Exceptional
(33 Reviews)
3 Bedrooms
1 Bath
8 Guests
1500 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $576/Night
7 Nights - US $4,035
House
10.0Exceptional
(13 Reviews)
3 Bedrooms
2 Baths
8 Guests
1600 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $874/Night
7 Nights - US $6,116
House
- Milwaukee
- ·
- Okauchee Lake
- 0.45 mi to center
10.0Exceptional
(9 Reviews)
4 Bedrooms
4 Baths
8 Guests
1722 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $475/Night
7 Nights - US $3,323
Book a Last Minute Place to Stay in Sullivan
About Sullivan Vacation Rentals
Explore over 142 vacation rentals in Sullivan 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 Sullivan 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 Sullivan. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Sullivan tailored to your preferences. On average, these rentals offer 1030.42 ft² of space, and are priced at an average of US $565 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Sullivan 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 Sullivan
| Type | Count |
|---|---|
| Vacation Homes | 77 |
| Holiday Apartments | 29 |
| Cottages | 5 |
| Cabin Rentals | 2 |
| Others | 1 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Sullivan
★ Pro Tip: Discover Your Ideal Vacation Rental in Sullivan 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 Sullivan, WI
View the weather forecast for Sullivan before booking your Sullivan 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 Sullivan, WI
Sunski offers a large selection of top attractions around Sullivan . Research things to do on your vacation before you visit Sullivan.
Frequently Asked Questions About Sullivan?
What are the top vacation rentals in Sullivan?
When organizing your trip to Sullivan, 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 Sullivan. Peruse our collection of highly-rated properties and secure your reservation today.
- Victorian Lake Home
- Nagawicka Woods-Beautiful Lake Country Ranch Home
- Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
- Charming Historic Upper Walk to Downtown & Lakes
- Greenstone Cottage
- Your Private Retreat in Eagle WI!
- Paradise! Luxury 50-acre lakefront retreat. Swim, fish, kayak
- Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!
- Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
- Chic Retreat Near Wedding Venues + Fire Pit
How many vacation rentals have private pools in Sullivan?
Uncover 1 vacation rentals boasting private pools near Sullivan. Explore top-rated RBO homes offering access to a swimming pool:
Which vacation homes or resorts in Sullivan are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Sullivan. Enjoy great views, locations and save money with SunSki Resorts.™
- Private Hot Tub Bright Home Near Downtown
- Okauchee Lake Vacation Rental w/Boat Dock!
- AmericInn by Wyndham Delafield-Waukesha-Milwaukee
How many SunSkiResorts vacation rentals or resorts are available in Sullivan?
Discover the ideal vacation rental in Sullivan with SunSki Resorts™. We provide an extensive selection of over 142 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Sullivan.
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