We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Oconomowoc

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Bedrooms
Any
Bathrooms
Any
Amenities
Show more
Suitability
Show more
Property type
Show more
Distinctive Features
Show more
Distance from
1 km
44 rentals in Oconomowoc.
Sort by:
Tripadvisor Sort

Victorian Lake Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
Check-in
Check-out

Large Home on Lake and Quiet Area, Excellent Property to Work from Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out

Great Resort in Oconomowoc WI with Shopping, Lakes, Milwaukee And Madison

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

MAGNIFICENT OCONOMOWOC LAKE HOME AWAITS YOU!

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
More info
Check-in
Check-out

Pure Luxury With Elevator For 2020 DNC! Walk To Downtown Oconomowoc.

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Lake Country Retreat- 35 Minutes from Democratic Convention in Milwaukee

Holiday Rental House
9 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
More info
Check-in
Check-out

Beautiful 3 bedroom unit at resort, sleeps 8

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out

Beautiful 1 bedroom unit at resort, sleeps 4

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out

Beautiful 2 bedroom unit at resort, sleeps 6

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out

Small house on Okauchee Lake!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Save time - get the best Oconomowoc rentals sent straight to your email!

Spectacular 77 acre estate with mid-century modern home, fishing ponds & trails

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Visit Mill Pond Cottage on the Lake. Amazing Sunsets. Clean & Comfortable Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Spacious Lake House with Beautiful Views and 123 Feet of Swimming Frontage

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
More info
Check-in
Check-out

Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

BnB in an 1846 Homestead.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out

Beautiful 75 ft lakefront, large deck, family friendly!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

'Up North' Scenery Without The Long Drive! Pontoon Also Available To Rent!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Relaxing getaway -Beautiful Lake Home

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Ranger House at Glacier Hills County Park in the heart of the Kettle Moraine!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out

'PHANTOM'S COVE': LAKE FRONT RETREAT ON UPPER PHANTOM LAKE

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Nagawicka Woods-Beautiful Lake Country Ranch Home

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Lake Sinissippi Lake Front Home

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
More info
Check-in
Check-out

Your Private Retreat in Eagle WI!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Exclusive Pewaukee Lake House ~ Includes Kayaks!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out

Rock River Haven - private, spacious, peaceful

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Perfect for reuniting with family! Nearby pumpkin farm and lots of outdoor fun!

Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
More info
Check-in
Check-out

Luxurious, private lakefront retreat on 50-acres!

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out

Serene, Quiet and Beautiful House with a Stunning Western Lake View

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
Check-in
Check-out

Enjoy family reunions, holidays and celebrations with warm seasonal decor.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Eagle Springs Lake Vacation Home

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Pewaukee Lake View - Convenient Location - Indoor And Outdoor Spaces!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Recently Remodeled Beautiful Lake House Perfect Peaceful Country Getaway

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Summer Lake Cottage - Upper Nemahbin Lake

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

2017 US Open at Erin Hills 12 miles to course

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Beautiful Family Home Away from Home

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Peaceful lakefront home on a quiet family lake!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

2017 US OPEN

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Walking distance to downtown and lake Nagawika - 20 miles to Erin Hills

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

5 bedroom home on tranquil lake

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Updated Spacious Home Only 15 miles from PGA Open Erin Hills Golf Course

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out

Large beautiful home minutes from Pewaukee Lake!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

FEEL the BERN! Sexy backyard with private patio for entertainment

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Perfect Lake get away near Kettle Moraine State Forrest

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Cozy Kettle Moraine Apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
PreviousNext
1
Frequently Asked Questions about Oconomowoc