Vacation Rentals By Owner In Prescott, WI

Stay in a stylish 1-bedroom condo in the heart of downtown Prescott, steps from bars, shops, marinas, and the shared rooftop + game room. Enjoy a king bedroom, full kitchen, cozy living room with fireplace, and a private deck with fire table and city views. Perfect for couples or solo travelers wanting comfort, privacy, and walkable convenience.brbr▪️ Downtown Prescott – On Broad Street, walk to bars, restaurants, shops & marinasbr▪️ Shared Rooftop – 2,000 sq ft with fire table, outdoor dining, & downtown viewsbr▪️ Shared/Free Game Room – 5 arcade machines, ping pong, dartboard, 50” TV, game centerbr▪️ Private Deck – 300 sq ft with fire table & city viewsbr▪️ Sleeps 4 – 1 king bedroom + 1 queen sofa bedbr▪️ Full Kitchen – Stainless appliances, coffee bar, counter seatingbr▪️ Cozy Living Room – Electric fireplace & comfy seatingbr▪️ Pet-Friendly

Private Deck | Downtown | Arcade | Walk to River

Prescott, Wisconsin, United States

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Exceptional(13)

$128.27

A Stylish Stay for TwobrThis romantic suite pairs modern design with cozy intimacy—perfect for couples looking to escape and unwind. Curl up together on the chaise sofa by the fireplace, sip wine or coffee from the in-room bar, or stroll hand in hand through downtown Prescott just outside your door. With a king bed, walk-in shower, and thoughtful touches throughout, it’s the ideal blend of comfort and connection.brbr▪️Hotel Suite in Boutique Hotelbr▪️Prime Downtown Location – Walk everywherebr▪️1 King Bedbr▪️Private Ensuite Bathroombr▪️Electric Fireplacebr▪️Mini Fridge/Freezer, Microwave & Coffee Barbr▪️Sofa with chaise loungebrbrEvery Image, an InvitationbrThe photos you see aren’t just decoration—they’re inspiration. While The Port doesn’t serve the wine or plate the food, everything you see is just steps away. From sipping your favorite vintage fireside to picking up award-winning fare from one of Prescott’s top-rated restaurants, each image highlights what makes staying here so special. Whether it’s boutique shopping, riverfront cocktails, morning lattes, or vibrant local dining—your suite is the starting point for it all.

Romantic Escape | Cozy Fire | Coffee & Dining

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(3)

$140.49

✔ 1 King Bedbr✔ Living Area – Loveseat with Coffee Tablebr✔ Kitchen – Two-Burner Cooktop, Fridge/Freezer & Sinkbr✔ Coffee Barbr✔ Newly Remodeled Bathroom – Walk-In Showerbr✔ ¼ Mile from Downtown Prescottbr✔ Free Onsite ParkingbrbrEnjoy the convenience of a full kitchen, spacious living area, and king bed in this newly updated suite. With free parking and a prime location just ¼ mile from Prescott’s dining, shopping, and riverfront, it’s ideal for extended stays, business trips, or weekend getaways.

Studio w/Kitchen | King Bed | Free Parking

Prescott, Wisconsin, United States

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Bath

Sleeps

$294.35

This home, built by the predecessor owner in 1972, is very close to the River, although you cannot see it through the trees. It is situated on a dead-end road in the rural countryside a few miles South of Prescott.brbrThe home is spacious, comfortable, and clean, with plenty of room to move about, but also cozy enough to light a fire, curl up to watch a movie, or enjoy a quiet family dinner prepared in the well-appointed kitchen. On the patio, you’ll find a bonfire pit and grill for cooking out.brbrThere is enough seclusion that, even in winter, when the trees have dropped their leaves, it is difficult to see any neighboring houses. brbrThe town of Prescott is only a six-minute drive away with several restaurants, bars, coffeeshop and grocery store . Enjoy beautiful sunset along the river, easy access public boat ramp, bike and snowmobile trails throughout. 20 minutes drive to Afton Alps. 15 minutes to wineries and apple orchards. 35 minutes to Treasure Island.brbr*There are 3 security cameras on the premises by the front entrance, parking area, and patio door.

Private Vacation Home

Winter Wonderland Getaway. Whole home with private entrance, yard, parking.

Prescott, Wisconsin, United States

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Bath

Sleeps

Exceptional(16)

$270.98

Downtown two-bedroom condo with two king suites, two full baths, and a glam room with four hair and makeup stations. Enjoy a cozy living room with fireplace, full kitchen, and private lounge space. Access the shared 2,000 sq ft rooftop with fire table and views, plus a free game room with arcade machines, ping pong, darts, and a 50 TV. Walk to bars, shops, and marinas.brbr▪️ Downtown Prescott – On Broad Street, walk to bars, restaurants, shops & marinasbr▪️ Shared Rooftop – 2,000 sq ft with fire table, outdoor dining, & downtown viewsbr▪️ Shared/Free Game Room – 5 arcade machines, ping pong, dartboard, 50” TV, game centerbr▪️ Sleeps 6 – 2 king bedrooms + 1 queen sofa bedbr▪️Glam Room w/4 Hair & Make Up Stationsbr▪️Two full bathroomsbr▪️ Full Kitchen – Stainless appliances, coffee bar, counter seatingbr▪️ Cozy Living Room – Electric fireplacebr▪️ Pet-Friendly

Bridal Party | Glam Room | Rooftop Patio & Arcade

Prescott, Wisconsin, United States

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Bath

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Exceptional(12)

$424.81

Private balcony with fire table + downtown views, 3 king bedrooms, and a cozy living room with electric fireplace. Enjoy a full kitchen, coffee bar, and access to our 2,000-sq-ft rooftop, arcade game room, and lounge spaces. Walk to bars, restaurants, shops, and marinas. Perfect for groups seeking style, space, and the best views in Prescott.brbr▪️ Downtown Prescott – On Broad Street, walk to bars, restaurants, shops & marinasbr▪️ Shared Rooftop – 2,000 sq ft with fire table, outdoor dining, & downtown viewsbr▪️ Shared/Free Game Room – 5 arcade machines, ping pong, dartboard, 50” TV, game centerbr▪️ Private Deck – 300 sq ft with fire table & city viewsbr▪️ Sleeps 8 – 3 king bedrooms + 1 queen sofa bedbr▪️ Full Kitchen – Stainless appliances, coffee bar, counter seatingbr▪️ Cozy Living Room – Electric fireplace & comfy seatingbr▪️ Pet-Friendly

Walk Downtown | Rooftop Patio | Game Room

Prescott, Wisconsin, United States

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Bath

Sleeps

Exceptional(24)

$152.35

A spacious two-king suite in our boutique Port Hotel, perfect for girls’ trips. Enjoy a prime downtown Prescott location with private ensuite bath, electric fireplace, coffee bar, mini-fridge, microwave, dedicated workspace, and relaxed lounge seating—steps from shopping, dining, nightlife, and the St. Croix River.brbr• Two-king suite in a boutique hotelbr• Ideal for girls’ trips, friends getaways, and couples traveling togetherbr• Prime downtown location—walk to restaurants, bars, shops, and the riverfrontbr• Private ensuite bathroombr• Electric fireplace for cozy eveningsbr• Mini fridge, freezer, microwave, and coffee barbr• Dedicated workspacebr• Spacious lounge seatingbr• Self check-in with secure door codebr• Early check-in options when availablebr• Pet-friendly (well-behaved, well-traveled pets; fee applies)br• Located in an energetic area with nightlife and train activity nearbybrbrIdeal for groups or friends traveling together, this spacious suite offers two king beds, a cozy fireplace, and a comfortable lounge area. With a dedicated workspace, modern conveniences, and walkable access to Prescott’s best dining, shopping, and riverfront, it’s perfect for a memorable and connected stay.

Girls’ Getaway | Shop & Stroll

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(7)

$159.41

✔ 1 King Bed br✔ Living Area – Two leather club chairs br✔ Mini Fridge/Freezer, Microwave br✔ Coffee Bar br✔ Newly Remodeled Bathroom – Large walk-in shower br✔ Free Onsite Parking – Hassle-free accessbr✔ 1/4 Mile from Downtown Prescott – Close to shopping, dining & RiverbrbrThe bourbon bottles in the light installation are decorative only—they’re filled with colored water as part of the room’s theme. As tempting as it may look, it’s art, not an open bar.

Apartment

Lounge & Cozy Living | Free Parking

Prescott, Wisconsin, United States

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Bath

Sleeps

Exceptional(6)

$163.19

✔ Queen Bed br✔ Mini Fridge, Microwave & Coffee Bar br✔ Dedicated Workstation / Desk br✔ Living Room Area with Love Seatbr✔ Newly Remodeled Bathroom – Large tiled walk-in shower br✔ Less than 1 Mile from Downtown Prescott br✔ Free Onsite ParkingbrbrEnjoy the convenience of a spacious living area, and queen bed in this newly updated suite. With free parking and a prime location just ¼ mile from Prescott’s dining, shopping, and riverfront, it’s ideal for extended stays, business trips, or weekend getaways.

Work & Lounge Space | Free Parking

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

$241.96

Enjoy a spacious 2-bedroom retreat in the heart of downtown Prescott, steps from bars, shops, marinas, the shared 2,000 sq ft rooftop, and arcade-style game room. Relax with two king bedrooms, a full kitchen, cozy living room with fireplace, and a private deck with fire table + city views. Perfect for couples, friends, or small groups who want comfort, walkability, and a lively downtown atmosphere.brbr▪️ Downtown Prescott – On Broad Street, walk to bars, restaurants, shops & marinasbr▪️ Shared Rooftop – 2,000 sq ft with fire table, outdoor dining, & downtown viewsbr▪️ Shared/Free Game Room – 5 arcade machines, ping pong, dartboard, 50” TV, game centerbr▪️ Private Deck – 300 sq ft with fire table & city viewsbr▪️ Sleeps 6 – 2 king bedrooms + 1 queen sofa bedbr▪️ Full Kitchen – Stainless appliances, coffee bar, counter seatingbr▪️ Cozy Living Room – Electric fireplace & comfy seatingbr▪️ Pet-Friendly

Rooftop & Game Room | Patio | Fireplace

Prescott, Wisconsin, United States

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Exceptional(31)

$436.71

This old home was built in 1902 with most original woodwork. At one time, a bed and breakfast. This old home is comfortable, spacious and unique. The home is a few blocks from downtown and the confluence of the St Croix and Mississippi Rivers.brEdit

Private Vacation Home

Beautiful old home with lots of character, a few blocks from downtown Prescott!

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(16)

$289.93

Stay steps from the rooftop patio and Clubhouse in this stylish 2-bedroom condo in downtown Prescott. Enjoy fast access to arcade games, ping pong, darts, and 2,000 sq ft of outdoor lounge space. Inside, relax with a full kitchen, cozy living room, and two king bedrooms. Ideal for groups who want a lively, fun atmosphere in the heart of the city.brbr▪️ Downtown Prescott – On Broad Street, walk to bars, restaurants, shops & marinasbr▪️ Shared Rooftop – 2,000 sq ft with fire table, outdoor dining, & downtown viewsbr▪️ Shared/Free Game Room – 5 arcade machines, ping pong, dartboard, 50” TV, game centerbr▪️ Located Directly off of Rooftop Patiobr▪️ Sleeps 6 – 2 king bedrooms + 1 queen sofa bedbr▪️ Full Kitchen – Stainless appliances, coffee bar, counter seatingbr▪️ Cozy Living Room – Electric fireplace & comfy seatingbr▪️ Pet-Friendly

Gather Together | Rooftop Patio Retreat | Downtown

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(1)

$130.42

✔ Furnished Studio – Open Conceptbr✔ Queen Bedbr✔ Kitchen – Two-burner cooktop, fridge/freezer & sinkbr✔ Coffee Barbr✔ Living Area – Sectional sofabr✔ Newly Remodeled Bathroom – Spacious walk-in showerbr✔ ¼ Mile from Downtown Prescott – Easy access to shops, dining, & Riverbr✔ Free Onsite ParkingbrbrPerfect for extended or short stays, this furnished studio offers a full kitchen, cozy sectional, and modern walk-in shower—all with free parking and easy access to Prescott’s downtown dining, shopping, and riverfront.

Stay Awhile | Studio w/ Kitchen & Parking

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(16)

$152.35

Work, Relax & Stay DowntownbrThe Vermilion Suite blends comfort and function for guests who like a little extra space to unwind—or get things done. Featuring a plush king bed, cozy living area with a sofa and fireplace, and a dedicated workspace, it’s ideal for both business and leisure travelers. Enjoy a cup from the in-room coffee bar, catch up on your favorite shows, or explore Prescott’s riverfront dining and shops just steps away.brbr▪️Hotel Suite in Boutique Hotelbr▪️Prime Downtown Location – Walk everywherebr▪️1 King Bedbr▪️Private Ensuite Bathroombr▪️Electric Fireplacebr▪️Mini Fridge/Freezer, Microwave & Coffee Barbr▪️Dedicated WorkspacebrbrA cozy retreat in the heart of Prescott, this suite blends comfort and convenience with a king bed, private bath, and fireplace. With a dedicated workspace, modern amenities, and walkable access to dining, shopping, and the riverfront, it’s perfect for both business and leisure travelers.

Work & Wander | Cafés & Cozy Comforts

Prescott, Wisconsin, United States

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Bath

Sleeps

Exceptional(4)

$828.04

Escape to your own six-suite boutique hotel in the heart of downtown Prescott. With room for 14 guests, private ensuite baths, fireplaces, and coffee bars in every suite, The Port offers comfort, style, and effortless self-check-in—just steps from dining, nightlife, and the St. Croix River.brbr• Entire six-suite boutique hotel reserved just for your groupbr• Sleeps up to 14 guests across 7 king bedsbr• Prime downtown location—walk to restaurants, bars, shops, and the riverfrontbr• Coffee bars in every suitebr• Ensuite bathrooms for privacy and comfortbr• Fireplaces in each suite for a cozy staybr• Self check-in with secure door codesbr• Early check-in options when availablebr• Pet-friendly (well-behaved, well-traveled pets; fee applies)br• Located in a lively area with nightlife, music, traffic, and trains nearby—perfect for guests who enjoy the energy of the citybrbrExperience boutique comfort in the heart of Prescott with a king bed, cozy fireplace, and thoughtful modern conveniences. Just steps from the city’s best dining, shopping, and riverfront views, these rooms are designed for relaxation and connection.

Group Getaway | Downtown | Riverfront Stay

Prescott, Wisconsin, United States

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Bath

Sleeps

$181.75

Stay steps from downtown Prescott in this stylish one-bedroom condo with a private patio, fire table, cozy living room, and full kitchen. Enjoy access to the 2,000 sq ft shared rooftop, game room with arcade machines, ping pong, and dartboard. Walk to bars, restaurants, shops, and the riverfront. Perfect for couples or solo travelers who want a fun, walkable, comfort-filled getaway in the heart of the city.brbr▪️ Downtown Prescott – On Broad Street, walk to bars, restaurants, shops & marinasbr▪️ Shared Rooftop – 2,000 sq ft with fire table, outdoor dining, & downtown viewsbr▪️ Shared/Free Game Room – 5 arcade machines, ping pong, dartboard, 50” TV, game centerbr▪️ Sleeps 4 – 1 king bedroom + 1 queen sofa bedbr▪️ One full bathroombr▪️ Full Kitchen – Stainless appliances, coffee bar, counter seatingbr▪️ Cozy Living Room – Electric fireplacebr▪️ Pet-Friendly

Downtown Stay | Rooftop & Game Room

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(13)

$228.58

Downtown condo with a private deck, cozy living room, full kitchen, and shared access to a 2,000 sq ft rooftop with fire table, outdoor dining, and city views. Enjoy the free game room with arcade machines, ping pong, darts, and a 50 TV. Walk to bars, restaurants, shops, and marinas. Perfect for couples, small groups, or anyone wanting to stay in the heart of Prescott.brbr▪️ Downtown Prescott – On Broad Street, walk to bars, restaurants, shops & marinasbr▪️ Shared Rooftop – 2,000 sq ft with fire table, outdoor dining, & downtown viewsbr▪️ Shared/Free Game Room – 5 arcade machines, ping pong, dartboard, 50” TV, game centerbr▪️ Private Deck – 300 sq ft with fire table & city viewsbr▪️ Sleeps 4 – 1 queen bed + 1 queen sofa bedbr▪️ Full Kitchen – Stainless appliances, coffee bar, counter seatingbr▪️ Cozy Living Room – Electric fireplace & comfy seatingbr▪️ Pet-Friendly – Well-behaved pets onlybrbrStay in the heart of the action! Expect city sounds from nightlife, trains, and traffic.

Full Kitchen | Private Deck | Lounge Downtown

Prescott, Wisconsin, United States

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Bath

Sleeps

Exceptional(8)

$1670.22

Host your moment at The Cove Guest House—a flexible, elevated space designed for real connection. With 8 bedrooms, 6 bathrooms, a private clubhouse, and a 2,000 sq ft rooftop patio, the entire property makes gathering easy. Steps from dining, marinas, and nightlife, it’s the perfect downtown setting for weddings, retreats, and celebrations.brbr• Sleeps 24, Hosts 40 Daytime Guests – 8 bedroomsbr• Free Event Space – Host weddings, bachelorette parties, groomsmen’s dinners, and more for up to 40 daytime guestsbr• 2,000 sq ft Rooftop Patio – Fire tables, outdoor seating, and stunning views of downtown Prescottbr• Private Clubhouse & Game Room – 5 arcade machines, ping pong, dartboard, 50” smart TV, and morebr• 4 Fully Equipped Kitchens – Perfect for catering, group meals, and entertainingbr• Room Blocks Available – Additional accommodations at The Port & The Harborbr• Prime Downtown Location – Walk to restaurants, bars, shopping, and three marinasbrbrWelcome to The Cove Guest House, where luxury, entertainment, and unforgettable memories come together. Designed for large groups, bachelorette parties, wedding celebrations, and special events, this exclusive retreat features four modern condos under one roof, accommodating up to 24 overnight guests in 8 bedrooms and 6 bathrooms.brbrThe Spacebrbr• Four fully equipped kitchens – Ideal for preparing meals, mixing drinks, or hosting brunchesbr• Multiple gathering areas – Stylish, spacious, and designed for connectionbr• Expansive 2,000 sq ft rooftop patio – Fire tables, dining space, and stunning downtown viewsbrbrSleeping Arrangements (Sleeps 24)brbr• Eight private bedrooms with luxury beddingbr• Four queen sofa beds in living areas for additional guestsbr• Six bathrooms for comfort and conveniencebrbrExclusive Event & Entertainment Perksbrbr• Private clubhouse & game room – Arcade machines, ping pong, dartboard, 50” smart TV, and morebr• Free venue access – Ideal for intimate gatherings, groomsmen’s dinners, gift-opening parties, or casual receptions (up to 40 daytime guests)br• Rooftop celebration space – Toast under the stars with a spectacular city viewbr• Curated catering list – Access top local caterers for a seamless dining experiencebr• Room blocks at sister properties – Additional accommodations available at The Port & The HarborbrbrUnbeatable Downtown Locationbrbr• Steps from Prescott’s best restaurants, bars, and nightlifebr• Walking distance to three marinas for waterfront views and activitiesbr• Boutique shopping and local treasures just outside your doorbr• Nearby spa options for pre-wedding pampering or relaxationbrbrAt The Cove Guest House, you’re not just booking a place to stay—you’re securing a luxurious, event-ready space designed for celebrations, connection, and unforgettable moments.brbrBustling Location – Expect lively city sounds from trains, traffic, and nightlife. You're in the heart of the action.brPet-Friendly, With Guidelines – Well-behaved, well-traveled pets only. Disruptive pets may be asked to leave.

Private Vacation Home

Celebrate Downtown | Rooftop Patio | Arcade

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

$128.27

Romantic Escape by the RiverbrThe Mississippi Suite is designed for couples who want to slow down, reconnect, and unwind in style. With a cozy king bed, soft lighting, and a flickering electric fireplace, it’s the perfect backdrop for a romantic getaway. Enjoy morning coffee together from your in-room coffee bar or end the evening with a quiet movie on the Smart TV—just steps from Prescott’s charming downtown and scenic riverfront.brbr▪️Hotel Suite in Boutique Hotelbr▪️Prime Downtown Location – Walk everywherebr▪️1 King Bedbr▪️Private Ensuite Bathroombr▪️Electric Fireplacebr▪️Mini Fridge/Freezer, Microwave & Coffee Barbr▪️Dedicated Workspacebr▪️Sofa SeatingbrbrExperience boutique comfort in the heart of Prescott with a king bed, cozy fireplace, and thoughtful modern conveniences. Just steps from the city’s best dining, shopping, and riverfront views, this inviting suite is designed for relaxation and connection—perfect for couples, business travelers, or a weekend getaway.

Wine, Dine & Unwind.

Prescott, Wisconsin, United States

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Most popular vacation rentals in Prescott

$1670.22

Private vacation home

Celebrate Downtown | Rooftop Patio | Arcade

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

$128.27

Wine, Dine & Unwind.

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

$128.27

Morning Coffee | Steps to Dining | Riverside Charm

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

$140.49

Studio w/Kitchen | King Bed | Free Parking

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

$152.35

Girls’ Getaway | Shop & Stroll

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

$156.14

Apartment

Porch Swing Charm | Relax & Unwind + Free Parking

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

$163.19

Work & Lounge Space | Free Parking

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

$178.84

Work & Stay | Free Parking | Simple Comfort

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

$828.04

Group Getaway | Downtown | Riverfront Stay

Prescott, Wisconsin, United States

Bed

Bath

Sleeps

$424.81