Holiday rentals in Town of Bloomfield

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Top-rated holiday rentals in Town of Bloomfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Home in Genoa City

Getaway near Lake Geneva, Orchards & Pumpkin Farms

TOP 5% GETAWAY✨ - Private backyard & fire table, ideal for s’mores & memories 🔥 - 15 min to Lake Geneva boutiques 🛍️ - 15 min to World’s Largest Corn Maze - Near ziplining, orchards, pumpkins & boating - Near skiing & tubing ⛷️ - Gameroom with Simpsons arcade game & more - Oversized heated pool (May-Sept) - Quiet neighborhood: baseball fields, basketball courts & walking trail ⚾️🏀🚶 - 25 min to Alpine Valley - 1 hour to ORD/MKE/RFD airport ✈️ - 40 min Six Flags & Great Lakes Navy Base 🇺🇸

LocationFamilyCheck-in

5.0 out of 5 average rating, 80 reviews

Guest favourite

Cabin in Lake Geneva

Dog friendly - A-Frame adventure

Welcome to The River Birch Cabin, located in Lake Geneva, Wisconsin. Featured in Madison Magazine, this 1966 A-Frame is located two blocks from Lake Como and minutes from downtown Lake Geneva. It has many amenities including the Little Birch A-Frame playhouse for the kids and an outdoor firepit. The River Birch is just a 20 minute drive to Alpine Valley for snow skiing and summer concerts! It’s an ideal getaway for couples, families, or friends seeking relaxation and nature and dog friendly!

FamilyLocationHospitality

4.97 out of 5 average rating, 270 reviews

Top guest favourite

A cozy seating area is presented with two sofas adorned with decorative pillows. A large lamp with a blue shade complements the space, while light filters through the large windows, enhancing the bright atmosphere. A piece of wall art and natural accents are also visible.

Home in Salem

Center Lake View Cottage, near Camp&Silver Lakes

Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch boat in Center Lake at end of street or several nearby lakes. Camp Lake is 2 mins away, close to Silver Lake and many others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Lake Geneva, & Renaissance Faire. Ski at Alpine Valley or Wilmot Mountain. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base.

FamilyLocationWifi

4.94 out of 5 average rating, 135 reviews

Guest favourite

An A-frame structure is nestled among lush green trees, showcasing large glass windows that allow for ample natural light. The contrasting wood siding complements the surrounding foliage, creating a harmonious blend with nature. A raised deck leads to the entrance, enhancing accessibility to the home.

Cabin in Fontana-on-Geneva Lake

Exquisite Modern A-frame all WithInnReach

An amazing space that truly caters to the guest experience. We've built this art piece to have our guests immerse themselves in all the amenities, from heated floors to in-ceiling speakers - all whilst losing yourself in the wood burning fireplace. At WithInnReach the attention to detail was paramount - with an emphasis of what we enjoy...amazing food through a well balanced kitchen, beautiful sound through Klipsch speakers and relaxation with floor to ceiling showers...enjoy to the fullest.

FamilyLocationQuiet

4.93 out of 5 average rating, 189 reviews

Guest favourite

A spacious home is framed by mature trees, with a well-maintained lawn. Large windows illuminate a sunroom, while a deck with seating is visible. A grilling area and nearby lake views contribute to the inviting exterior of this relaxing retreat.

Home in Burlington

Lilly Lake Life-Golden Getaway

Come unwind at this roomy, cozy home on the shores of Lilly Lake. With updated kitchen and baths, this 4 bedroom, 2 full bath home is situated on flat frontage mere steps to the wide, private beach. Close to Chicago and Milwaukee makes it easy to plan an escape any time of year. In Summer, enjoy morning coffee on the deck with lake views and evenings stargazing by the fire pit. In Winter, nearby Wilmot and Lake Geneva offer skiing, shopping and the renowned Lake Geneva Winterfest.

FamilyLocationKitchen

4.93 out of 5 average rating, 81 reviews

Top guest favourite

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 !

LocationFamilyCheckout

4.96 out of 5 average rating, 247 reviews

Guest favourite

The striking A-frame exterior features large triangular windows that allow natural light to flood the interior. The patio area includes seating for relaxation and a hot tub, set against a backdrop of lush surrounding trees, enhancing the connection with nature.

Cabin in Bloomfield

Modern A-Frame Lake Cabin w/ Pickleball Ct.4Bd 3Ba

Escape to this stunning A-frame home in Genoa City, Wisconsin, where tranquility meets adventure. Just minutes away from Nippersink golf course, Lake Geneva and Wilmot Ski Resort. Nearby Cabin offers a range of amenities designed to enhance your stay. Including a private pickleball court, hot tub, kayaks, and many more. Providing private lake access, and a private pier, this spacious vacation rental is the perfect getaway for families and groups looking to unwind and explore.

FamilyValueHeating

4.95 out of 5 average rating, 88 reviews

Guest favourite

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.

Home in Twin Lakes

4Bd 3.5ba Cozy New Construction! Close to lake!

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.

LocationFamilyComfort

4.98 out of 5 average rating, 141 reviews

Guest favourite

The A-frame cabin is set amidst tall trees at dusk, featuring a spacious deck with railing and soft lighting. The vibrant red exterior contrasts with the natural surroundings, while large windows highlight the interior ambiance. A gravel path leads up to the entrance.

Cabin in Lake Geneva

A-Frame Retreat w/ Hot Tub, Sauna & Cold Plunge

Tucked in the woods near Lake Geneva, The Cozy Cardinal is a dreamy A-frame retreat with a hot tub, panoramic sauna, cold plunge, fire pit, and private forest trail. Watch birds and wildlife from the deck—this is a Certified Wildlife Habitat! Cozy up by the fireplace, sway in hammock swings, or enjoy s’mores under the stars. Dog-friendly and sleeps 4. Just minutes from downtown, hiking, and the lake—yet it feels a world away. Perfect for fall color and snowy escapes.

LocationFamilyComfort

5.0 out of 5 average rating, 83 reviews

Top guest favourite

A spacious bathroom features large skylights that illuminate a freestanding tub, set beneath an arched window overlooking greenery. Two modern lounge chairs are situated nearby, enhancing the tranquil ambiance. The glass-enclosed shower and soft neutral tones create a serene and relaxing environment.

Farm stay in Harvard

Eden Farm: Family Stays & Intimate Moments

Unwind and find your inspiration just 1.5 hours from Chicago at the Ten Acre Farmhouse Retreat. Designed for families, intimate moments, and retreats. High-speed Wi-Fi, Smart TVs, and workspaces enhance your stay. This 5,000 sq ft estate blends modern comfort with rustic charm on 10 peaceful acres near Lake Geneva. Luxurious bedrooms, a Jacuzzi, and premium entertainment await. Two outdoor cameras monitor the front yard and driveway. No indoor cameras. Book now.

ValueFamilyIndoor spaces

4.95 out of 5 average rating, 180 reviews

Guest favourite

Home in Genoa City

Dodo's Lakehouse near Lake Geneva

Experience summer at our private lake house with over 300 feet of secluded lakefront property. Surrounded by sparkling water, lush greenery, and warm sunshine, our home is the perfect place to relax and recharge. Nestled high above Lake Tombeau, enjoy beautiful lake views, long summer days, and peaceful waterfront living. Walking distance to Nippersink Country Club. Just a 15-minute drive to Lake Geneva for dining, shopping, beaches, and scenic hiking trails.

LocationValueKitchen

4.85 out of 5 average rating, 39 reviews

Top guest favourite

The exterior of the blue house is complemented by white-framed windows featuring flower boxes with blooming red flowers. A small landscaped area with green plants lines the building, while dappled sunlight filters through the nearby trees.

Flat in Lake Geneva

Pedal Inn II

The Pedal II is located just off the beaten path, yet still walking distance to downtown Lake Geneva and many fabulous restaurants. Back yard is private and not shared, perfect for a getaway with your pets. Parking available for up to 3 cars. This unit offers 2 bedrooms each with a king size bed. In the living room there is a queen size fold out sofa sleeper. The kitchen has all the amenities including a coffee maker, pots, pans and cooking utensils.

LocationFamilyWifi

4.98 out of 5 average rating, 177 reviews