Bespoke Usa Travel - Vacation Rentals in Whitefish Bay

Three bedrooms upstairs From US $234
         

9.6 (86 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Lovely Milwaukee Getaway - Family Friendly! From US $372
         

|
10.0 (2 Reviews)
House
  • Parking
  • Accessibility
  • Security/Safety
Beautiful Luxury Suite B Shorewood Home From US $221
         

|
9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Beautiful riverside yard, hot tub, game room, large dining table! n From US $436
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

Luxury Places to Stay in Whitefish Bay

Over 127+ Luxury Places to Stay in or Near Whitefish Bay
Milwaukee North Shore; 4 bed, 2.5 bath, Spacious, Open Concept Home From US $2,205
         

"Five Bedroom Luxury by the River " From US $1,170
         

9.8 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Two 3 BR Units - Entire Bi-Level in Shorewood WI From US $1,051
         

Beautiful 4 Bedroom 2.5 Bath with a pool table From US $941
         

9.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Retro Riverside Retreat, Backyard Oasis, Hot Tub From US $931
         

Beautiful Luxury Home of Shorewood Suites A+B From US $916
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
2 Story Home w/Garage + Game Room | Shorewood From US $775
         

Top-Rated Vacation Rentals with a Pool in Whitefish Bay

Over 10+ Top-Rated Vacation Rentals with a Pool in or Near Whitefish Bay
Fairfield Inn & Suites by Marriott Milwaukee North From US $98
         

|
8.6 (601 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Glendale Milwaukee, Wi From US $205
         

|
8.5 (119 Reviews)
Hotel
  • Parking
  • Pool
  • Designated Smoking Area
Residence Inn by Marriott Milwaukee North/Glendale From US $150
         

|
8.4 (296 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Residence Inn by Marriott Milwaukee North/Glendale From US $263
         

|
8.4 (56 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Fairfield Inn & Suites by Marriott Milwaukee North From US $144
         

|
8.2 (123 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Holiday Inn Milwaukee Riverfront by IHG From US $105
         

|
7.8 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Glendale Milwaukee, WI From US $113
         

7.6 (338 Reviews)
Hotel
  • Parking
  • Pool
  • Wheelchair Accessible
Holiday Inn Milwaukee Riverfront by IHG From US $118
         

|
6.7 (254 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Whitefish Bay

Over 22+ Pet-Friendly Vacation Rentals in or Near Whitefish Bay
Bass &Sparrow - Spa Retreat on the Milwaukee River From US $389
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
AmericInn by Wyndham Glendale/Milwaukee From US $85
         

8.0 (1006 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming home w/fire pit, walk to Lake Michigan From US $332
         

9.8 (37 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
MKE River 3-LVL Townhouse 3BR+1.5BA with Parking for 2 Vehicles From US $461
         

Amazing 3 bedroom home, perfect for families! From US $265
         

9.2 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Warm spacious midsize home w/comfort and fun From US $261
         

8.4 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Perfect for Families, newly remodeled From US $197
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Whitefish Bay

Over 17+ Large Vacation Homes & Villas in or Near Whitefish Bay
Beautiful Luxury Suite A of Shorewood Home From US $452
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Pet-Friendly Whitefish Bay Getaway w/Large Yard! From US $352
         

9.2 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Lovely Milwaukee Getaway - Family Friendly! From US $164
         

8.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Whitefish Bay

Over 13+ Wheelchair Accessible Vacation Homes in or Near Whitefish Bay
Charming Apartment with Gym and Balcony From US $152
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
AmericInn by Wyndham Glendale Milwaukee From US $127
         

|
7.0 (210 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Motel 6 Milwaukee, WI - Glendale From US $58
         

6.2 (1194 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Charming Apartment with Gym and Balcony From US $149
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Charming Apartment with Gym and Balcony From US $111
         

8.8 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Charming Apartment with Gym and Balcony From US $197
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV

Whitefish Bay Vacation Rentals and Airbnb Places to Stay Under $200

Over 35+ Whitefish Bay Vacation Rentals and Airbnb Places to Stay Under $200
Step into this spacious-style home From US $117
         

10.0 (1 Review)
House
  • Air Conditioner
  • TV
  • Security/Safety
Shorewood Luxury 1BR Apartment with Gym and Balcony From US $175
         

|
9.5 (4 Reviews)
Apartment
  • Air Conditioner
  • Accessibility
  • Security/Safety
La Quinta Inn & Suites by Wyndham Milwaukee Bayshore Area From US $82
         

|
5.2 (1005 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Bright Breezy Shorewood Retreat From US $136
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Midcentury Lower in Riverwest From US $109
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Mid-Century Upper in Riverwest From US $108
         

9.8 (45 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Modern Downtown Shorewood Duplex From US $158
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Whitefish Bay

Over 23+ Instantly Bookable Vacation Homes in or Near Whitefish Bay
Cozy Single-family house From US $290
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Mid Century Milwaulkee Ryder Cup 2021 From US $524
         

9.4 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
3-bedroom house in pleasant Milwaukee with WiFi, AC From US $265
         

10.0 (1 Review)
House
  • Air Conditioner
  • TV
  • Security/Safety
Home Sweet Haven Inviting 2BR Lower Duplex Modern Amenities, Easy Highway Access From US $130
         

Riverfront Retreat ~ 4 Mi to Downtown Milwaukee! From US $110
         

9.4 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Home Near Downtown MKE! From US $262
         

8.8 (5 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Beautiful Milwaukee North Shore Home!- 15 minutes from downtown From US $215
         

About Whitefish Bay Vacation Rentals

With more than 136 Whitefish Bay vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Bespokeusatravel 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 Whitefish Bay.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Bespokeusatravel Whitefish Bay, 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 Whitefish Bay. Places to stay near Whitefish Bay are 942.55 ft² on average, with prices averaging $625 a night.

Bespokeusatravel makes it easy and safe to find and compare vacation rentals in Whitefish Bay 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 Whitefish Bay

Type Count
Vacation Homes 96
Holiday Apartments 21
Hotels with Suites 16
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Whitefish Bay

Pro Tip: Bespokeusatravel makes it easy to compare the best listings on Bespokeusatravel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bespokeusatravel 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 Whitefish Bay.

Weather in Whitefish Bay

View the weather forecast for Whitefish Bay before booking your Whitefish Bay 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

Other Places to Stay Near Whitefish Bay, WI


Whitefish Bay Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Whitefish Bay?
How many vacation rentals are available in Whitefish Bay?

Currently, the total number of properties listed in 2026 is over 136 in the Whitefish Bay area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Whitefish Bay.