Pet-friendly holiday rentals in Twin Lakes

4.93 out of 5 average rating, 163 reviews

A welcoming living area is presented, featuring a spacious black sectional sofa and a cozy round chair. Natural light floods in through sliding glass doors, leading to an outside view. A subtle decor with plants and a table lamp adds to the inviting ambiance.

Home in Lake Geneva

Lake Geneva cottage with private beach access

This cute cottage for 6 is located just down the street from beautiful Lake Como that offers fishing, boating, and water sports. It is also just a short drive to Lake Geneva and all that it has to offer with its beautiful lake, shopping, historic buildings, and delicious restaurants. Along with the house you get access to the HOA covered private beaches and playgrounds nearby. There is also a bar and grill down the street with live music. Bring your family or your friends and welcome to my home.

4.96 out of 5 average rating, 210 reviews

An open living area features a cozy workspace with a desk and chair beside a vibrant area rug. Natural light filters through large windows, illuminating a relaxed seating space with a lamp and plants. The adjoining kitchen with blue cabinets and a cart is visible in the background.

Loft in Woodstock

Curated Loft Retreat in The Heart Of Woodstock

Welcome to our spacious upper retreat with modern conveniences. We have great WiFi for you to stay in touch with and are well stocked with books for you to enjoy time unplugged. Close to the Historic Square (you may have seen it in the movie Groundhog Day) you can easily walk to unique shops, cafes, and restaurants. Our curated timeless decor is filled with storied items from our travels, and photos we've snapped locally. Come renew yourself here. We can't wait to share Woodstock IL with you.

4.9 out of 5 average rating, 230 reviews

Guest suite in Zion

Nonsmoking, no cleaning fees, mother-in-law suite.

25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard from 7AM to 8PM.

Place to stay in Crystal Lake

5 out of 5 average rating, 124 reviews

Couples Getaway! Hot Tub, Lake, Fire Pit, Trails

Private entrance to a stunning master suite.A VERY unique property.Sliding suite door opens to screened in pool room. Hot tub all year overlooking my private lake. Pool closed Oct. 1st. Seating area & TV to watch while lounging & swimming. (2) Kayaks 4 you. Walking & bike trails. I am minutes from everything U want. Grill, have a fire in the fireplace&fire pit.Bring your fishing poles! Time 2 RELAX in privacy. When not traveling, I live in main part of home. You won’t see me. No extra guests.

4.98 out of 5 average rating, 119 reviews

A living area features a stone fireplace and large windows providing views of Lake Beulah. Comfortable seating surrounds a wooden coffee table. A dining table is visible, alongside decor elements that create a cozy ambiance. Natural light floods the space, enhancing the connection to the outdoors.

Home in East Troy

Lakeside Getaway

Relax with the whole family at this peaceful, home on Lake Beulah. With the gorgeous lake and surrounding nature, you will feel you are hours up North, minus the long commute! Wake up and enjoy coffee on the deck. Bring your boat or grab a floaty and soak up the sun as you spend the day on the water. Wind down while you watch a stunning sunset from your own pier. Enjoy a show at the nearby Alpine Valley. Countless memories are just waiting to be made. Come play hard and relax even harder

4.88 out of 5 average rating, 152 reviews

The sunroom features large windows providing views of the serene pond and natural surroundings. Cozy seating areas with blue cushions are present, along with a coffee table at the center. A ceiling fan offers airflow, contributing to a tranquil atmosphere.

Home in Lake Geneva

Charming Lake Geneva, Wisconsin 3BR/2Bath Home

Step into the comfort of this sun-soaked 3BR 2Bath home in a tranquil area in Lake Geneva, WI. This relaxing retreat with a picturesque private pond is immersed in a breathtaking natural ambiance offering a perfect escape from the big city crowds. The stylish design and rich amenity list will leave you in awe. ✔ 3 Comfortable Bedrooms ✔ 2 Living Areas ✔ Sunroom ✔ Fully Equipped Kitchen ✔ Patio with a grill ✔ Pond Access ✔ High-Speed Wi-Fi ✔ Smart TVs ✔ Board Games/ Learn more below!

4.95 out of 5 average rating, 207 reviews

A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.

Home in Richmond

TheGlassCabin @ HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

A modern living area features a sleek fireplace and large glass doors opening to a deck with lounge chairs overlooking the water. Sunlight shines through, creating a bright and airy feel, while the serene lake and surrounding greenery are visible outside.

4.89 out of 5 average rating, 172 reviews

Cove at 420: Modern Lake Front Home near Chicago

Welcome to the Cove at 420. A modern vacation paradise where indoor and outdoor lines blur. Every space is designed for enjoyment. A short 75 minute drive from Chicago, this is a true retreat. Wake up to beautiful sunrise views or enjoy them from a kayak on the water. We offer kayaks, paddle boards, hot tub & sauna, Sonos sound system, a fire pit and plenty of yard games for our guests. Hidden on a cul-de-sac between Lake Mary and Lake Elizabeth, enjoy the best of lake life!

4.97 out of 5 average rating, 234 reviews

The A-frame cabin is framed by lush greenery, showcasing a welcoming front entry with large windows. The pathway is lined with manicured hedges, leading to a solid wooden door. The natural surroundings enhance the feel of a secluded retreat.

Cabin in Lake Geneva

Charming A-Frame - Dog Friendly!

Welcome to The River Birch Cabin, a cozy A-frame in Lake Geneva, Wisconsin. Featured in Madison Magazine, this updated 1966 cabin offers modern comfort and rustic charm just two blocks from Lake Como and minutes from downtown Lake Geneva. Enjoy vaulted ceilings, an electric fireplace, outdoor grill, firepit, and the adorable Little Birch A-Frame playhouse. Pet-friendly and perfectly located, it’s an ideal getaway for couples, families, or friends seeking relaxation and nature.

A modern house features an inviting front porch with landscaped gravel beds and well-maintained grass. A wooden garage door complements the green exterior walls. Surrounding trees and shrubs enhance the outdoor space, creating a welcoming entrance.

4.98 out of 5 average rating, 112 reviews

4Bd 3.5ba Cozy New Construction!

Welcome to our cozy home! Twin Lakes is quintessential small town America situated surrounding lakes Elizabeth and Mary in Wisconsin. Less than 15 minutes from downtown Lake Geneva and less than 5 minutes from Richmond, Illinois. During your stay you can experience much of what the area has to offer including boating and fishing on Lakes Elizabeth and Mary, access to the community beach, local shopping, and peaceful country nights in this small family-oriented community.

4.9 out of 5 average rating, 244 reviews

A rustic cabin with dark wooden logs is situated among tall green trees. The spacious porch features a railing and several chairs, inviting relaxation. Sunlight casts warm tones across the facade, while the surrounding grass and woods enhance the cabin's natural setting.

Guest house in Racine

Charming log cabin in the woods

This log cabin is an old hunting lodge. It is rustic, charming and quaint, nestled in the woods of Wisconsin and next to a tranquil pond. The location is close to the Johnson Park golf course and 5 miles from the beautiful Lake Michigan shore. It is a perfect place to relax, write or escape from the stress of life. In the winter a 4-wheel drive vehicle is necessary to reach the site. Please note: bathroom facilities are a close walk away. Heating from wood stove only.

4.98 out of 5 average rating, 121 reviews

A dining area is presented with a wooden table set for a meal, complete with plates, glasses, and utensils. Light pours in through large glass doors, framing a view of the surrounding trees and outdoor seating on the deck, while a vibrant stained glass window adds a colorful backdrop.

Cabin in Twin Lakes

Secluded in the Woods, Hot Tub

Owl's Rest Cabin is nestled in acres of fully wooded, peaceful forest. This is a cozy couple's retreat or small family getaway with a fireplace, hot tub, full kitchen, washer/dryer, located 4 minutes from Lake Mary and 15 min to Lake Geneva. Many activities nearby - festivals, hiking, boat rentals, golf, beach, downhill skiing, tubing, and snow shoeing. Eco conscious cabin, including Level 2 electric vehicle charging & more. Please message us with any questions.

Popular amenities for Twin Lakes pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 36 reviews

A screened-in porch features a seating arrangement with plush chairs and a central table. Natural light streams through the screens, offering views of the serene lake and surrounding landscape. A ceiling fan hangs above, providing a comfortable breeze in the inviting space.

Home in Castle Manor

Lakefront 2BR | Deck | Fire Pit | Dog Friendly

4.95 out of 5 average rating, 149 reviews

A cozy living room features a pair of light-colored sofas and an accent chair, positioned around a rustic coffee table. A patterned area rug lies underfoot, while a mirror with a wooden frame and wall art enhance the space. A partial view of the kitchenette is visible in the background.

Home in Highland Park

Cozy 2-Bedroom Cottage Near Downtown Highland Park

4.92 out of 5 average rating, 26 reviews

The image captures a serene lake view during sunset, reflecting warm hues of orange and pink on the water's surface. A private dock extends into the lake, flanked by several posts, with a small floating platform visible nearby.

Home in Fox Lake

Nippersink Lakehouse-Private Pier & Pet friendly!

A spacious outdoor area is surrounded by tall trees, featuring a stone fire pit at the center with seating for eight. Colorful flower beds add a vibrant touch, while a gazebo stands nearby, enhancing the peaceful atmosphere of the large yard.

5 out of 5 average rating, 39 reviews

Beautiful Twin Lakes home + lovely private setting

4.89 out of 5 average rating, 224 reviews

A charming two-story lake house is presented, featuring a prominent American flag and a large white flag. A spacious veranda overlooks the fenced yard, while bare trees frame the house against a bright blue sky with scattered clouds.

Home in Round Lake Beach

Corner Lakefront Property

4.95 out of 5 average rating, 66 reviews

A wooden deck steps lead to the entrance of a recently renovated home, framed by flower pots and outdoor seating. Decorative string lights are visible above, and an American flag is displayed on the left, adding to the welcoming atmosphere.

Home in Salem

Lago Amore - Channel house, pier, kayaks

A serene lake view captures a sunset with warm colors reflected on the water's surface. The sun descends behind distant trees, creating a peaceful ambiance. The shoreline is faintly visible, providing a glimpse of the surrounding nature.

4.95 out of 5 average rating, 44 reviews

Sunset Lakehouse: lake view and steps from beach!

4.97 out of 5 average rating, 183 reviews

A quiet country home is nestled among trees and well-maintained shrubs, showcasing a wide, inviting front lawn. The façade features a mix of symmetry with multiple windows and a central entrance, complemented by a light-colored exterior that reflects a serene environment.

Home in Muskego

3 Bedroom Muskego Home

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 148 reviews

Home in Highland Park

2-Acre Highland Park Retreat with Heated Pool ~ 5*

4.98 out of 5 average rating, 44 reviews

A charming cabin is surrounded by lush greenery, with well-maintained flower beds featuring red blooms. A large window provides natural light, and a stone border separates the garden from the grassy area. A tall tree offers additional shade, enhancing the serene outdoor environment.

Cabin in East Troy

Kettle 2BR Cabin on 15 lush acres w private lake

Apartment 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, 194 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

Townhouse in Fontana-on-Geneva Lake

A modern dining area features a round table with four upholstered chairs set on a textured area rug. Large glass doors provide access to a deck surrounded by greenery, while a stone accent wall adds visual interest. A glimpse of the kitchen area is visible in the background.

4.81 out of 5 average rating, 93 reviews

Abbey Springs 5 Star Resort on Lake Geneva

5 out of 5 average rating, 66 reviews

A two-story blue house is positioned on a spacious lawn, framed by green grass dotted with yellow flowers. A tree provides shade in the front yard, while a small porch with chairs welcomes visitors. The driveway leads to a single-car garage.

Home in Genoa City

Relaxing Family Getaway near Lake Geneva

4.86 out of 5 average rating, 118 reviews

A spacious driveway leads to a modern log cabin home surrounded by greenery. Flanking the driveway are several well-maintained evergreen trees. The cabin features a warm orange exterior, complementing the natural setting, with a stone accent wall visible on one side.

Cabin in Lake Geneva

Luxury Log Cabin retreat home

5 out of 5 average rating, 19 reviews

Home in Crystal Lake

In Ground Pool, Full Ranch Home

Apartment in Fontana-on-Geneva Lake

A spacious living area is highlighted by large windows that provide views of the surrounding woods. A stone fireplace serves as a focal point, complemented by a wooden coffee table and various seating options, including mid-century chairs and dining-style chairs near a round table.

4.77 out of 5 average rating, 30 reviews

Abbey Springs Condo |Pet Friendly|Golf Cart* |Pool

Private, pet-friendly home rentals

4.84 out of 5 average rating, 67 reviews

A bright bedroom features a spacious bed with a light blue quilt and accented by a colorful wooden headboard. A desk with a chair is positioned next to a small seating area. Natural light enters through a window draped with a light gray curtain.

Cabin in Spring Grove

Enjoy a Getaway @ The Lake-Heim by Chain-O-Lakes

4.91 out of 5 average rating, 68 reviews

A cozy sunroom features a round dining table surrounded by four white chairs, with yellow placemats set for meals. Natural light floods in through multiple windows, illuminating the space. A door leads outside, enhancing the connection with nature.

Cottage in Burlington

Cottage Escape near Private Browns Lake Beach

5 out of 5 average rating, 19 reviews

The exterior of the tiny house features a welcoming porch with two chairs, surrounded by greenery. A neatly trimmed lawn and colorful shrubbery enhance the inviting entrance. The white siding and simple design contribute to a calming presence amidst the natural surroundings.

Home in Williams Bay

The Valley House

5 out of 5 average rating, 21 reviews

The exterior of the house is highlighted by a striking facade, featuring large glass windows that provide views of the sunset. A spacious deck and seating area are framed by landscaped stone steps and lawn leading to the firepit, enhancing the outdoor gathering space.

Home in Castle Manor

Blue Moon Lake House

4.93 out of 5 average rating, 89 reviews

The king bed is presented with a white linen cover and flowery pillows, situated in a serene, softly lit room. A cedar barrel sauna, made of warm-toned wood, is shown outside among trees. The waterfront features a wooden dock extending towards the calm lake, surrounded by autumn foliage.

Home in Spring Grove

Pelican LakeHouse w/boat slip & sauna (sleeps 4)

4.96 out of 5 average rating, 70 reviews

A vibrant, multicolored blanket is draped over a swing, surrounded by lush green grass. The waterfront view features a wooden dock with outdoor seating, framed by trees and a clear blue sky, creating a serene outdoor space.

Home in McHenry

Heart of the Fox Riverhouse

4.99 out of 5 average rating, 90 reviews

A cozy sunroom is featured with large windows, allowing natural light to fill the space. A comfortable gray sectional sofa provides seating, accompanied by a decorative pillow. Soft lighting fixtures and a unique chandelier add a welcoming touch to the inviting atmosphere.

Home in Kenosha

6th Ave Harborside