Olde Hillcrest (Wauwatosa), Wisconsin Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Olde Hillcrest (Wauwatosa), Wisconsin on RentalSaver.com!

Olde Hillcrest (Wauwatosa) Rentals

From $417 per night (USD)
VRBO
Meticulously Restored Tosa Village Historic Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You will be close to everything when you stay at this historic home in the heart of the Tosa Village. Lovingly restored ...
From $417 per night (USD)
VRBO
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Expedia
Democratic National Convention, Nice Bungolow, 10 mins to convention furnished
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautiful layout in quite safe suburb of Wauwatosa Wis, , walking distance to Valentine coffee roaster, shop ,cafe , Ba ...
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Expedia
From $135 per night (USD)
VRBO
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Walkable access to Hart park and all the restaurant's and bars in downtown Wauwatosa. Great area to enjoy with family or ...
From $135 per night (USD)
VRBO
From $520 per night (USD)
Expedia
COZY OLD CHARM IN TOSA
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This 1927 Farmhouse perfectly located in Wauwatosa is only a 12 min drive to Downtown Milwaukee. We have renovated this ...
From $520 per night (USD)
Expedia
$Your home away from home for the DNC\/Ryder Cup!$
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VRBO
Your home away from home for the DNC\/Ryder Cup!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Eclectic upper unit duplex centrally located in Milwaukee, 2 miles to Miller Park, 3.5 miles to Fiserv Forum (downtown), ...
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VRBO
From $230 per night (USD)
Expedia
Wonderful craftsman home in Wauwatosa
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Our lovely 4 bedroom, 2 bath is located In the quant village of Wauwatosa only minutes away from Milwaukee and an hour t ...
From $230 per night (USD)
Expedia
From $119 per night (USD)
VRBO
King Bed - No Cleaning Fee - FAST WiFi - Near Froedtert
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Nearby: ⎈Medical College of Wisconsin ⎈Froedert Medical Complex ⎈Children's Hospital ⎈Shopping, grocery stores, entertai ...
From $119 per night (USD)
VRBO
From $120 per night (USD)
Expedia
No Cleaning Fee - King Bed - Near Froedtert - FAST WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Feel at home in this cozy and spacious 1 bedroom apartment located in the heart of Tosa Village! - Detailed sanitizati ...
From $120 per night (USD)
Expedia
$East Tosa Gem!\n\n$
From $83 per night (USD)
VRBO
East Tosa Gem!\n\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy your stay at this beautiful upper flat in East Wauwatosa, a prime location! This cozy, updated home is a short dis ...
From $83 per night (USD)
VRBO
$Gorgeous home just steps from Froedtert\/Tosa\/MKE$
From $266 per night (USD)
VRBO
Gorgeous home just steps from Froedtert\/Tosa\/MKE
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Ideally located steps from the Village of Wauwatosa, highly-coveted Froedtert Hospital, and the rest of the Greater Milw ...
From $266 per night (USD)
VRBO
From $180 per night (USD)
VRBO
Bright & airy Craftsman home in great walkable area.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a relaxing experience at this centrally-located 2 bedroom home. Free parking on site and just blocks away from Nor ...
From $180 per night (USD)
VRBO
From $95 per night (USD)
VRBO
MONTHLY ONLY. DOCS, TRAVEL NURSES, PROFESSIONALS, RELOCATION! Great location!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Home to doctors, travel nurses, and other travel professionals for the past 10 years. This lower duplex is located on a ...
From $95 per night (USD)
VRBO
From $128 per night (USD)
VRBO
Vacation in vogue at the Tosa Chateau- a charming holiday hideaway in Wauwatosa
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Beautifully remodeled two unit duplex urban farmhouse with eclectic decor will surely revive any weary traveler. Each u ...
From $128 per night (USD)
VRBO
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Expedia
Cozy 2-Bdrm aprtmnt in Wauwatosa
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
About this space ⭐️Find a new home here in Wauwatosa (TOSA)! TOSA presents a perfect mix of urban excitement and hometow ...
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Expedia
From $257 per night (USD)
VRBO
Wauwatosa Duplex in Perfect Location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
-Beautifully remodeled (July 2022) 2 bedroom lower unit of duplex. -Cozy yet spacious. Full Kitchen, dining, and living ...
From $257 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Historic Renovated 3Br in Wonderful Neighborhood
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Avenue is 3 Bedroom lower unit in a large stately brick duplex in one of Wauwatosa's most beloved neighborhoods: Jac ...
From $225 per night (USD)
Expedia
From $165 per night (USD)
VRBO
Modern Wauwatosa Sanctuary
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Wauwatosa is waiting for you at this 3-bedroom house. Step into a peaceful retreat that welcomes guests with open arms. ...
From $165 per night (USD)
VRBO
From $288 per night (USD)
Expedia
EKO Stay - Your Home Away From Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Experience comfort, and a home away from home at our stunning Airbnb property in the heart of Wauwatosa. Our elegant hom ...
From $288 per night (USD)
Expedia
From $103 per night (USD)
VRBO
Beautiful, Charming Wauwatosa Lower
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
⭐️ Medical College of Wisconsin ⭐️ Froedtert Medical Complex ⭐️ Children's Hospital This is a beautiful home. Filled ...
From $103 per night (USD)
VRBO
From $167 per night (USD)
VRBO
Excellent 3bdr Tosa Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
A 3 bedroom house with a fenced in backyard that’s hard to find in Wauwatosa. We’re close to excellent restaurant, brewe ...
From $167 per night (USD)
VRBO
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VRBO
Midwest Midcentury Midcity
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Everything you need, with more! Relax, make yourself at home. 1000sq ft 2bdrm apartment beautifully restored to its orig ...
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VRBO
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Expedia
Boho Modern 2bdrm Private Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
<p>Located in a village, this 2-bedroom, 1-bathroom apartment brings all of Milwaukee within your reach. Fans of nature ...
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Expedia
From $165 per night (USD)
VRBO
Very comfortable home near many local attractions.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
My property is central to many attractions. Minutes from downtown, the Brewers baseball stadium and State Fair grounds. ...
From $165 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Charming East Tosa Flat - Upper
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cozy duplex upper unit provides peace and comfort in a centrally-located area of the vibrant East Tosa. This spacio ...
From $320 per night (USD)
Expedia
Click For Pricing
VRBO
Warm and cozy home located in Wauwatosa Village downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover the beautiful and private charm of Wauwatosa. Located in Wisconsin, Wauwatosa offers a peaceful retreat with it ...
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VRBO
From $141 per night (USD)
VRBO
1800 century home located in The Wauwatosa village Explore the nearby shops.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The location couldn’t be better, as we are situated in the heart of downtown Wauwatosa village. Explore the nearby shops ...
From $141 per night (USD)
VRBO
Click For Pricing
VRBO
Duplex Apartment ~ 6 Mi to Downtown Milwaukee!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover the best of Milwaukee from this centrally located 2-bedroom, 1-bathroom duplex vacation rental. Just a short dr ...
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VRBO
From $64 per night (USD)
Expedia
Cozy bungalow with a unique style for an extra special stay!
Bedrooms:
1
Bathrooms:
0
Sleeps:
5
This bright, bohemian-style unit is the ultimate destination for a relaxing stay in the charming suburb of Wauwatosa. Th ...
From $64 per night (USD)
Expedia
From $129 per night (USD)
VRBO
Wauwatosa Cape Cod centrally located!
Bedrooms:
1
Bathrooms:
4
Sleeps:
28
This completely renovated house offers modern space with a modern design. Just steps away from bars, restaurants, and sh ...
From $129 per night (USD)
VRBO
Click For Pricing
Expedia
Cozy Milwaukee Apartment ~ 6 Mi to Downtown!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Experience the best of Milwaukee with your loved ones from this 2-bedroom, 1-bath vacation rental! This apartment featur ...
Click For Pricing
Expedia
From $140 per night (USD)
VRBO
Cozy home near Froedtert & Children's Hospital! Quiet & friendly neighborhood!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Cooper’s Park Haven! Located on a charming quiet block in the Cooper's Park neighborhood. This Haven is a won ...
From $140 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Brew City Boho - Wauwatosa
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Step inside Brew City Boho. Newly renovated throughout, our comfortable bohemian vibe 3-bedroom, 1-bath home boasts wond ...
From $237 per night (USD)
Expedia

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Olde Hillcrest (Wauwatosa) Rentals

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Results: 32 Rentals

Meticulously Restored Tosa Village Historic Home

Democratic National Convention, Nice Bungolow, 10 mins to convention furnished

Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.

COZY OLD CHARM IN TOSA

Your home away from home for the DNC\/Ryder Cup!

Wonderful craftsman home in Wauwatosa

King Bed - No Cleaning Fee - FAST WiFi - Near Froedtert

No Cleaning Fee - King Bed - Near Froedtert - FAST WiFi

East Tosa Gem!\n\n

Gorgeous home just steps from Froedtert\/Tosa\/MKE

Bright & airy Craftsman home in great walkable area.

MONTHLY ONLY. DOCS, TRAVEL NURSES, PROFESSIONALS, RELOCATION! Great location!

Vacation in vogue at the Tosa Chateau- a charming holiday hideaway in Wauwatosa

Cozy 2-Bdrm aprtmnt in Wauwatosa

Wauwatosa Duplex in Perfect Location

Historic Renovated 3Br in Wonderful Neighborhood

Modern Wauwatosa Sanctuary

EKO Stay - Your Home Away From Home

Beautiful, Charming Wauwatosa Lower

Excellent 3bdr Tosa Home

Midwest Midcentury Midcity

Boho Modern 2bdrm Private Apartment

Very comfortable home near many local attractions.

Charming East Tosa Flat - Upper

Warm and cozy home located in Wauwatosa Village downtown

1800 century home located in The Wauwatosa village Explore the nearby shops.

Duplex Apartment ~ 6 Mi to Downtown Milwaukee!

Cozy bungalow with a unique style for an extra special stay!

Wauwatosa Cape Cod centrally located!

Cozy Milwaukee Apartment ~ 6 Mi to Downtown!

Cozy home near Froedtert & Children's Hospital! Quiet & friendly neighborhood!

Brew City Boho - Wauwatosa