Vacation rentals in Watertown

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Top-rated vacation rentals in Watertown

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Guest favorite

Home in Lake Mills

4.96 out of 5 average rating, 177 reviews

The Treehouse

Welcome to the Treehouse. This is our home away from home—and hopefully yours too. We love coming to the treehouse just off clear Rock Lake. The Treehouse is a getaway, although there are neighbors, you feel as if you are nestled in a grove of trees. The house itself provides places where guests can linger, relax, sip a glass of wine or a cup of java or simply just be. One of my favorite features is the glass windows that wrap up around the ceiling so that it feels like the outside is coming in.

Jan 9 – 16

G$54,053 GYD per night

Superhost

Cabin in Edgerton

4.89 out of 5 average rating, 197 reviews

The Overlook on Lake Koshkonong - Custom Log Cabin

Custom Log cabin on Lake Koshkonong. Great yard for campfires & lawn games; over-sized deck to enjoy sunsets and breathtaking lake views. Lake access at public boat launch just down the road for swimming, fishing, or kayaking. Full bath with large suite featuring a king size bed & two single beds can accommodate up to 5 guests. Full bath with stand up shower in lower level and washer/dryer on site also. Kayak rentals available at the cabin. Lawn games, poker table, board games & more available!

Jan 6 – 13

G$23,286 GYD per night

Guest favorite

Home in Wales

4.92 out of 5 average rating, 146 reviews

Beautifully Restored Historic Victorian

Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more

Jan 2 – 9

G$31,925 GYD per night

Guest favorite

Apartment in Watertown

4.97 out of 5 average rating, 203 reviews

The Ernest Inn - Located downtown Watertown

Welcome to the perfect "home" away from home. This apartment is located in a historical building in the heart of downtown Watertown right on Main Street. This apartment features a complete kitchen, a working typewriter, a record player, a collection of classic vinyl, wifi, a smart tv, a brand new stone tile bathroom, and a back porch to relax and take in the sounds of downtown. This apartment is perfect for just one or two but can accommodate up to 6 guests. Licensed, insured, and inspected.

Oct 4 – 11

G$27,243 GYD per night

Guest favorite

Home in Watertown

4.97 out of 5 average rating, 124 reviews

Beautiful Victorian in Historic District

My Victorian home, "Belle Maison" (beautiful house), is waiting just for you. Newly restored, with 2 bedrooms, 2 baths - one with its original claw foot tub!- and a queen size sofa bed in the TV room. It is located in historic, downtown Watertown. Just a block from Main Street - with lots of shops and restaurants within walking distance - and the beautiful Rock River. The location is perfect - whether you're visiting Jefferson County or looking for a home base between Madison and Milwaukee.

Feb 8 – 15

G$27,454 GYD per night

Guest favorite

Yurt in Cambridge

4.97 out of 5 average rating, 544 reviews

YurtCation

YurtCation is a relaxing getaway with lake frontage and nature trails. There is another yurt about 300ft up the same driveway. There are a total of two yurts and two homes that have access to the same 17 acre lake. Each yurt is off the grid and has their own queen-sized comfy bed, wood stove, Weber grill w/charcoal, fire pit, firewood, fresh water, canoe, and clean Porto Potty. Pet Policy: Max two - Must be in your sight and supervised at all times or $500 fine and check out immediately.

Mar 2 – 9

G$28,350 GYD per night

Guest favorite

Guest suite in Madison

4.99 out of 5 average rating, 149 reviews

Peaceful 2 BR/1 BA w/ patio, firepit & pool table

• 1400 sq.ft. lower level suite • Private backyard with patio & gas fire pit • Two TVs • Electric fireplace • Pool and Air hockey table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • Onsite parking in driveway for one vehicle • Ample street parking • 16-min drive to UW campus and downtown • 9-min drive to the airport • 6-min drive to shopping and restaurants • Extremely safe neighborhood • License No. LICHMD-2022-00079 • Zone Permit ZTRHP1-2022-00005

Jan 26 – Feb 2

G$28,308 GYD per night

Guest favorite

Guest suite in Sun Prairie

4.89 out of 5 average rating, 245 reviews

Entire Countryside Garden Suite, Peaceful Retreat

Welcome to our home! We have upgraded our Garden Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

Jan 7 – 14

G$18,169 GYD per night

Guest favorite

Cabin in Fox Lake

4.95 out of 5 average rating, 122 reviews

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing, swimming and boating and in the winter have fun ice fishing by walking to the lake out your back door! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum, including children. *All dogs/pets must be pre-approved by the host. There is a $50 fee/stay.

Mar 2 – 9

G$22,394 GYD per night

Guest favorite

Guest suite in Sussex

4.96 out of 5 average rating, 237 reviews

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Mar 24 – 31

G$21,121 GYD per night

Guest favorite

Home in Campbellsport

4.99 out of 5 average rating, 136 reviews

Gleason's Chouse

You'll love staying in our unique home, in a quiet neighborhood. This is a recently remodeled 1867 church converted to a "Chouse". Featuring 2 bedrooms, Full Kitchen, 1 Bathroom, Balcony, Parking, and a Gazebo.. all beautifully complimented by a range of antiques and decorations. 8 Miles East of Hwy 41, a 45 min drive to Oshkosh or an hour to Milwaukee. Just down the from Lake Bernice & Eisenbahn Bike Trail. Also close enough to the Kettle Moraine Forest to hike and sightsee!

Aug 11 – 18

G$26,699 GYD per night

Guest favorite

Farm stay in US

4.98 out of 5 average rating, 181 reviews

Family friendly farmstay just outside Milwaukee

The Inn at Paradise Farm is an original 1847 log homestead in rural Wisconsin just a short drive from Milwaukee and close to many attractions, especially for nature lovers. Our very spacious private 4-room suite with private entrance is comfortable for couples, families, or business travelers who long to unwind in a pastoral setting. Visit with, and even help care for, our friendly animals! We are licensed and inspected. Paradise Farm welcomes all.

Jan 6 – 13

G$22,984 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Watertown vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Watertown's top sights

Mullen's Dairy Bar3 locals recommend

Berres Brothers Cafe3 locals recommend

The Towne Cinema3 locals recommend

Other great vacation rentals in Watertown

Guest favorite

Home in Lake Mills

4.88 out of 5 average rating, 125 reviews

Beautiful Lake Home.

Dec 26 – Jan 2

G$41,627 GYD per night

Guest favorite

Guesthouse in Sun Prairie

4.98 out of 5 average rating, 305 reviews

Charming Milkhouse Cottage, minutes from Madison!

Mar 11 – 18

G$32,023 GYD per night

Guest favorite

Guesthouse in Stoughton

4.94 out of 5 average rating, 330 reviews

Country cabin, birders paradise.

Dec 16 – 23

G$19,260 GYD per night

Guest favorite

Apartment in Elkhorn

4.95 out of 5 average rating, 329 reviews

FarmWise Country Stay by Alpine Valley/Lake Geneva

Oct 5 – 12

G$19,815 GYD per night

Guest favorite

Home in Oconomowoc

4.92 out of 5 average rating, 142 reviews

Black Squirrel Farmhouse - (Downtown Oconomowoc)

Sep 21 – 28

G$41,902 GYD per night

Guest favorite

Home in Watertown

5.0 out of 5 average rating, 18 reviews

Watertown Family Retreat

Sep 10 – 17

G$37,392 GYD per night

Guest favorite

Home in Oconomowoc

4.89 out of 5 average rating, 19 reviews

Oconomowoc Downtown River View

Jan 20 – 27

G$26,612 GYD per night

Guest favorite

Home in Watertown

5.0 out of 5 average rating, 28 reviews

Quaint & Family-Friendly Watertown Farmhouse!

Mar 26 – Apr 2

G$37,029 GYD per night

Show all

Quick stats about vacation rentals in Watertown

Total rentals
10 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
550 reviews
Nightly prices starting at
G$8,356 GYD before taxes and fees

Frequently Asked Questions

How much does it cost to stay in house rentals in Watertown?
Experience the best of Watertown with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Watertown?
Yes! Work meets play with ease at over 10 vacation rentals in Watertown featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Watertown have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Watertown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Watertown have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Watertown. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Watertown?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Watertown have wifi?
Absolutely! We offer over 10 house rentals with wifi in Watertown. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Watertown

Top-rated vacation rentals in Watertown

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Watertown vacation rentals

Stay near Watertown's top sights

Other great vacation rentals in Watertown

Home in Lake Mills

Guesthouse in Sun Prairie

Guesthouse in Stoughton

Apartment in Elkhorn

Home in Oconomowoc

Home in Watertown

Home in Oconomowoc

Home in Watertown

Quick stats about vacation rentals in Watertown

Total rentals

Popular amenities

Wifi availability

Rentals with dedicated workspaces

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in house rentals in Watertown?

Are there vacation rentals with a dedicated workspace in Watertown?

Do house rentals in Watertown have a kitchen?

Do house rentals in Watertown have air conditioning?

What are the most popular amenities for House Rentals in Watertown?

Do house rentals in Watertown have wifi?

Destinations to explore