Vacation rentals with a pool in Rockford

4.9 out of 5 average rating, 71 reviews

The exterior of a charming Barndominium is showcased, featuring a neutral color palette with a metal roof. The building displays large windows and a large garage door. Flower planters line the entrance, and well-maintained grass surrounds the structure, enhancing the rural ambiance.

Farm stay in Clare

Haven Estates_: Cozy Barn, Hot Spa & heated Pool

Enjoy a peaceful countryside retreat at this charming Barndominium set on 6.5 private acres, accommodating up to 8 guests This spacious getaway features an 18' x 36' private pool with a hot spa and a solar-heated pool room for year-round relaxation. The Great Room offers open-concept living with comfortable seating, recreation space, and four sleeper sofas. The cozy bedroom includes a king-size bed, while the fully equipped chef’s kitchen boasts an oversized island & a stove with an air fryer.

5 out of 5 average rating, 29 reviews

An aerial view reveals a spacious riverfront property surrounded by lush greenery. A heated pool is seen adjacent to the house, complemented by a deck with lounge chairs. The Rock River flows peacefully nearby, adding to the natural landscape.

Home in Oregon

Skip & Reed's River Retreat

Wonderful riverfront home located just south of Castle Rock on the Rock River in Oregon, IL. Enjoy beautiful views of the river while enjoying the heated pool (open May 15th through Oct 10th). Enjoy fishing off the lower yard. Must love cats as there are friendly outdoor cats! The Oregon area has plenty to do including exploring the nearby state parks, climbing Castle Rock, visiting John Deere's home, antiquing, tubing and boating down the river & enjoying the quaint area shops & restaurants.

A manicured lawn gently slopes towards a serene body of water in the distance, framed by tall trees on either side. The landscape features lush greenery under a partly cloudy sky, creating an open and inviting outdoor space.

4.98 out of 5 average rating, 236 reviews

Lake Geneva Cloud 9

A resort community with outdoor pool (open during the summer season only) boat launch, tennis courts and small craft rentals on the premises. Beautiful views of Lake Como from the patio. Five minute drive to Downtown Lake Geneva. Free parking and keypad entry. Walk to The Ridge Hotel Resort and enjoy the use of their amenities for a small user fee which includes indoor and outdoor pools, spa, whirlpool, fitness center and restaurant. The condo is comfy and ready to make your stay memorable.

Condo in Fontana-on-Geneva Lake

A spacious living area features light wood flooring and neutral-colored walls. A large window provides natural light and views of the outdoor space. Comfortable seating includes two armchairs and a sofa, with a coffee table centered on a patterned rug. A brick fireplace adds an element of warmth.

4.85 out of 5 average rating, 104 reviews

Best Pool View 2 BR 2 BA Abbey Villa D

Pool view sunlight Villa. It's great for a girls weekend, golfing trip or a family reunion. The condo next door is also available. Located adjacent to the Abbey Resort, Avani Spa & Big Foot Golf. Our 2-bedroom, 2-bath Villa features an open floor plan and has the comforts of resort living, including a pool. The second floor, walk-up unit has an outdoor dining area with seating for six and and a deck overlooking the pool and grounds. Essentials included. No parties. New pool coming summer 2026!

A spacious living area features a large sectional couch and a soft ottoman. A wooden table stands nearby, with a laptop resting on it. The kitchen area is visible, showcasing a bar with seating for four. Soft lighting enhances the neutral color palette.

4.87 out of 5 average rating, 119 reviews

Lake Geneva relaxation!

4 mi to Downtown Lake Geneva, WI. Rent kayaks on Lake Como. New pool and tennis courts, amazing wildlife. Snowboard, cross country ski, sled on hills during our amazing Wisconsin winters. Dine at The Ridge restaurant CRAFTED or just buy a bottle of wine from the guest store and watch the sunset. Quiet corner of the condominium complex. Completely furnished. Beautiful comfortable King size bed, kitchen, cook and eat in! Balcony overlooking peaceful grounds. Private entry, laundry in building.

An open living and dining area features a dark wooden dining table surrounded by black chairs. A light blue wall complements a cozy seating arrangement with armchairs and a sofa. Natural light enters through a large sliding door, with decorative elements and a chandelier enhancing the space.

4.9 out of 5 average rating, 207 reviews

Lakeview at CasaComo

Mi Casa Como es su Casa Como Escape the daily grind and plan your getaway to our newly remodeled condo on Lake Como in Lake Geneva. We’re located just 5 minutes outside downtown Lake Geneva, so very convenient for shopping & dining, but peacefully located on quiet Lake Como. We have an outdoor community pool and tennis courts and just a few steps for The Ridge Hotel. We have all that you could want or need within walking distance, so keep your car parked. Come to Casa Como, stay & enjoy!

4.97 out of 5 average rating, 100 reviews

Home in Rockton

HD Jameson House at River’s Edge

Nestled on the Rock River, the HD Jameson House, a National Historic Register gem, blends historic charm with modern amenities. Enjoy river views and with quaint shops and restaurants exploring the Village of Rockton is a perfect family-friendly retreat. This haven is surrounded by nature but close to numerous attritions, ideal for a romantic getaway or peaceful escape. The HD Jameson House offers a heavenly retreat, blending past beauty with present allure for everyone in the family.

The living area features a dark leather sofa adorned with blue throw pillows, accompanied by a light gray couch. A round woven pouf and an antique-style trunk serve as accent furniture. Large glass doors provide access to a balcony, with lake-themed decor on the wall.

4.96 out of 5 average rating, 165 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

Enjoy your stay at our family's Serene Lake condo with outdoor pool. NEWLY UPDATED Stylish and comfortable with amenities for any family to feel at home. Part of Interlaken community and set on Lake Como, we are surrounded by peaceful woods and often seen wild life, yet a quick drive into down town Lake Geneva, William's Bay and Fontana. Enjoy golfing, dining, water sports and all the region has to offer, then cozy up and relax with a view. NO RV, BOAT or TRAILER parking is allowed.

5 out of 5 average rating, 22 reviews

An aerial view captures the expansive property, highlighting a heated pool surrounded by lush landscaping. A modern farmhouse is visible alongside vibrant greenery and a charming red barn, with pathways connecting various outdoor spaces under the sun.

Farm stay in Dixon

Urban Escape: 20-Acre Farmhouse

Escape to our modern farmhouse, a luxurious retreat on 20+ lush acres. Explore hiking trails, a koi pond, and a private fishing spot. Unwind in our heated pool, set in beautiful landscaping or watch the sunset, by the fire. Experience horseback riding, historic barns, and nearby golf courses. Discover state parks, a buffalo preserve, and the scenic Rock River. Enjoy vibrant downtown dining, shopping and historic Dixon. A perfect blend of rustic charm and modern amenities awaits you!

The spacious living room features a large sectional sofa in neutral tones, focused around a gas fireplace. A flat-screen smart TV is mounted above the brick hearth. Sliding glass doors open to the outdoor patio, allowing natural light to fill the space.

4.98 out of 5 average rating, 166 reviews

Quaint Lake Geneva Condo | Fireplace | WiFi

Discover Blue Lakes Escape, a newly-redecorated condo, steps away from Lake Como. Relax in the spacious great room with a smart TV, fireplace, desk area & access to quaint patio. Sit outside with a coffee, a good book, or a delicious BBQ. Enjoy free access to the shared amenities, including an outdoor pool, sports courts, & walking trails. Lake Como – 6 min walk Lodge Geneva National – 6 min walk Downtown – 8 min drive Book For Lasting Memories In Lake Geneva—See Details Below!

Condo in Fontana-on-Geneva Lake

A cozy corner of the living room features a brick fireplace with a warm fire. A decorative candle holder stands beside a beautifully lit Christmas tree. A plush sofa, adorned with a patterned pillow, invites relaxation, while a simple table holds a remote and holiday decor.

4.78 out of 5 average rating, 195 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

Enjoy a fun romantic get away or time away to connect with family and friends in Fontana-on-Geneva. Condo is an open concept kitchen, dining, and family room with fireplace. Enjoy the outdoors while relaxing on the screened in porch attached to the great room. First floor Master Bedroom has a semi-private full bath. Downstairs has a large second bedroom and full bath. There is also an office area which has a large double bed and a common area with TV and 2 extra twin beds.

5 out of 5 average rating, 74 reviews

Home in Rockford

Pool, Arcade, Hot Tub and more @16th and Aldeen

Do you want to be the Hero? Hero spouse, hero golf buddy, even Guitar hero?! You can be that and more at our hole-in-one nestled at the end of a quiet street right by a top 50 rated public golf course. Get in a round then head back to the hot tub to soothe that putting shoulder while the kids play in the pool. Then head inside to the arcade to play guitar hero till you win that Grammy you always wanted. Top it off with a family movie night! Pet fee $50/night per dog max 2 dogs

Popular amenities for Rockford rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 41 reviews

A refreshing pool surrounded by a wooden deck is visible, complemented by several loungers for relaxation. Lush greenery frames the area, providing a serene backdrop. Colorful flowers in the foreground add a touch of vibrancy to the peaceful outdoor setting.

Home in Lake Geneva

Cozy cabin getaway near Lake Como and Lake Geneva

5 out of 5 average rating, 53 reviews

Two black Adirondack chairs and a small side table are positioned on a patio, overlooking a lush green landscape under a cloudy sky. The view encompasses rolling hills and tree foliage, providing a serene outdoor setting.

Home in Lake Geneva

Newly Updated Modern Lake Condo

A circular fire pit surrounded by four wrought iron chairs is set on a stone patio. Lush greenery climbs the nearby wall, while the tranquil Rock River flows just beyond, enhancing the outdoor relaxation space.

Home in Rockford

4.67 out of 5 average rating, 3 reviews

Riverfront Nook - with Pool

Home in Fontana-on-Geneva Lake

The exterior of a two-story home is shown, featuring a wooden deck with steps leading to the entrance. Lush green grass and landscaped gardens surround the house, with smooth stones arranged along a small water feature, providing a natural setting.

5 out of 5 average rating, 13 reviews

Treetop Lakehouse at Abbey Springs

4.95 out of 5 average rating, 95 reviews

A spacious living area features comfortable gray sectional sofas adorned with turquoise cushions. A light wooden coffee table is centered on a soft area rug. Soft lighting is provided by table lamps, and large sliding doors lead to an outdoor space with a view of greenery.

Home in Lake Geneva

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

4.92 out of 5 average rating, 36 reviews

A charming two-story house with a front porch is surrounded by lush green grass and trees. The property includes an additional structure to the right, showcasing a well-maintained landscape that enhances the serene atmosphere of the setting.

Home in Albany

Sunset retreat oasis Pool hot tub river fishngame

A warm living room features dark gray sofas and a cozy armchair, arranged around a wooden coffee table. The orange walls are adorned with framed artwork. Natural light filters through the windows, creating patterns on the floor, while decorative elements enhance the inviting atmosphere.

Home in Rockford

4.57 out of 5 average rating, 7 reviews

Spacious bi-level home in a great neighborhood.

Home in Fontana-on-Geneva Lake

A spacious living area features a large sectional sofa arranged around a round coffee table. A stone fireplace serves as the focal point, with a modern TV mounted above it. Large windows provide a view of the surrounding greenery, enhancing natural light.

4.98 out of 5 average rating, 52 reviews

3 Bedroom A-Frame with Hot Tub & Amenities Galore!

Condo rentals with a pool

Superhost

The spacious living area features high wooden beams, with comfortable seating arranged around a central coffee table. A fireplace is located nearby, flanked by a TV and decorative elements. Large windows invite natural light, enhancing the warm ambiance of the space.

4.74 out of 5 average rating, 19 reviews

Modern Lake Geneva Condo with Views

A spacious living area is characterized by light-colored leather sofas and a fireplace, providing a cozy atmosphere. A large television is mounted on the wall, and sliding glass doors lead to an outdoor space with seating visible beyond. The room features wooden flooring and brick walls.

4.86 out of 5 average rating, 22 reviews

Charming 1BR Condo with Patio, Near The Lake Genev

A private balcony offers stunning views of the tranquil lake at sunset, framed by lush greenery and a well-manicured lawn. The sky is painted with soft hues of orange and blue, reflecting on the calm water's surface.

5 out of 5 average rating, 14 reviews

Glass Vista: Modern 2BR Condo, Stunning Views

Condo in Fontana-on-Geneva Lake

A bright and open living space is visible, showcasing a seamless transition from the kitchen to the dining area. Light wood floors run through the area, while large glass doors provide views of the outside greenery. Soft furnishings add a touch of comfort to the inviting atmosphere.

4.99 out of 5 average rating, 69 reviews

2 BD 2 BA Abbey Villa with Pool

A cozy living area features a grey sectional sofa with patterned cushions and a comfortable armchair. A flat-screen television is mounted on a brick wall above a fireplace, complemented by nautical décor. Light enters through adjacent windows, enhancing the relaxed ambiance.

5 out of 5 average rating, 11 reviews

Sailor’s Delight: lakefront condo w/fireplace

4.92 out of 5 average rating, 50 reviews

A cozy living area is depicted, featuring a brick fireplace beneath a mounted television. Soft furnishings include a gray couch adorned with decorative pillows, positioned around a dark coffee table. Sheer curtains filter light from the nearby window, adding a touch of warmth to the space.

Condo in Geneva

Quaint, quiet condo minutes from Lake Geneva

A balcony features a small table surrounded by two chairs, offering a view of the lush greenery and trees beyond. The scene reflects a peaceful outdoor setting, with a road visible in the distance under a clear sky.

4.97 out of 5 average rating, 33 reviews

Elegant 4-Season Lake Geneva Condo w/ Fireplace!

Superhost

A serene view of Lake Como at dusk, with calm water reflecting soft pastel hues of pink and purple in the sky. The distant shoreline is framed by trees, and small lights from boats can be seen twinkling along the lake.

4.64 out of 5 average rating, 285 reviews

Flexible rental In Lake Geneva Area

Other vacation rentals with a pool

Home in Harvard

New place to stay

Secluded Country Getaway!

A spacious living room features comfortable seating arrangements, including a sleeper sofa and armchair. Natural light filters through large sliding doors, leading to a balcony. A cozy gas fireplace adds warmth to the space, complemented by a round coffee table and a flat-screen TV mounted on the wall.

4.94 out of 5 average rating, 199 reviews

Beautiful Villa with Amenities Galore

A red pool house with a green metal roof is positioned behind a well-maintained grassy yard. Stone pavers lead towards a large deck, where various seating arrangements are visible. Lush trees provide natural shade, and a spacious pool can be seen in the background.

Place to stay in Davis Junction

country living

A welcoming living area features a comfortable gray sofa adorned with blue accent pillows. A stylish light fixture hangs above, while the open-concept kitchen showcases modern appliances. Large sliding glass doors open to a deck, providing ample natural light and a view of the outdoor space.

4.96 out of 5 average rating, 114 reviews

The Landis, elegant with fireplace!

A living area features a dark sofa and two accent chairs, complemented by a wooden coffee table. A large window offers a view of the green outdoor space. Nautical-themed decor is visible, adding to the relaxed ambiance of the room.

4.08 out of 5 average rating, 12 reviews

Cute n Cozy Lake Geneva Interlaken Condo!

A welcoming living area features a comfortable sectional sofa facing a gas fireplace and a 65" Smart TV mounted on the wall. Sliding glass doors provide access to the outdoor patio, allowing natural light to fill the space. A decorative wreath adorns the door.

4.93 out of 5 average rating, 107 reviews

Lake Geneva Retreat! Fireplace! WiFi!

The living area features a light-colored sofa and armchairs arranged on a soft rug, complemented by a glass coffee table. A dining table with white chairs is positioned nearby, alongside large windows allowing natural light to fill the space. A ceiling fan provides ventilation.