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Holiday rentals in Richmond

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Top-rated holiday rentals in Richmond

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

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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 Castle Manor
4.94 out of 5 average rating, 116 reviews

Center Lake View Cottage, near Camp&Silver Lakes

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

Top guest favourite
Flat in McHenry
5 out of 5 average rating, 162 reviews

Walk to downtown McHenry. Heart of the Fox River

NO PETS Entire 2nd. floor. 1 block away from downtown, Fox River Riverwalk & Pokémon Gym. Full stocked kitchen, books, games, toys & extra amenities to make your stay beyond relaxing. 4:20 allowed in backyard & not in view of under the age of 21. Private smoking area in front too. Minutes away from 2 State Parks, 1 with free boat/kayak launch. Several marinas, boat rental, golf courses & huge variety of entertainment. Look at Bettye's Guidebook for more information & nearby entertainment.

Top guest favourite
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.
Home in Twin Lakes
5 out of 5 average rating, 41 reviews

Beautiful Twin Lakes home 2 mi from Wilmot Resort

Lovely, peaceful, gated homestead perfect for traveling workers …….or just to get away from it all. NO OCCUPANCY TAX ON STAYS 30+ DAYS Home is completely remodeled & very nicely furnished. 4 smart TVs, fast Wi-Fi , YouTube TV, RO water, huge beautiful yard and home gym. **NIGHTLY RATE IS BASED ON OCCUPANCY** $12 pp for each additional person > 1. max 6 persons. No children under 5 yrs. Persons on property is limited to registered guests only unless specific agreement is made in advance.

Top guest favourite
A charming two-story house is framed by lush greenery, featuring a welcoming front porch with large windows. An American flag is displayed near the entrance, and decorative house number signs are positioned by the pathway leading to the door.
Flat in Lake Geneva
4.98 out of 5 average rating, 1,018 reviews

Geneva Street Inn in Maple Park Historic District

Geneva Street Inn is located one block away from the heart of Lake Geneva. This beautiful 1890's home is appealing to everybody whether your stay is a business trip, family, or even a couples getaway. A huge backyard and a front porch that will make you never want to leave. We strive to make your stay your "home away from home" with unique decor and it's timeless charm! Our price is inclusive cleaning fees (unless extenuating circumstances warrants a fee). We meet our guests at check-in.

Guest favourite
An inviting living area features a wooden dining table with four chairs, complemented by a cozy chair and a side table. A decorative sign is mounted on the wall, while an air conditioning unit is visible near the window. A faux stove adds aesthetic charm to the room.
Home in Lake Geneva
4.81 out of 5 average rating, 210 reviews

Cozy Cottage 1.5 Blocks From The Lake

Kick back and relax in this cozy, comfy and stylish 2 bedroom cottage located within walking distance to the shores of beautiful Lake Como and about a 10 minute drive to Lake Geneva. The home features a gourmet kitchen with everything you'll need to prepare and enjoy a great meal. The neighborhood of Lake Como is friendly and fun with plenty of options for dining and nightlife. We are always available to answer any questions prior to and during your stay and would be honored to host you.

Guest favourite
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
4.88 out of 5 average rating, 155 reviews

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!

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
4.95 out of 5 average rating, 213 reviews

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 !

Top guest favourite
A historic stone home built in 1911 is prominently featured, showcasing its grand architectural details. The façade includes a porch supported by strong columns. A group of individuals stands in front, illustrating the home's welcoming presence in its early days amidst a natural landscape.
Guest house in McHenry
4.96 out of 5 average rating, 199 reviews

"The Apartment" in the heart of downtown McHenry

We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

Top guest favourite
Cottage in Wonder Lake
4.93 out of 5 average rating, 165 reviews

The Cozy Lake House, Dm me ?s Lake Front Property!

Welcome to The Cozy Lake House, your year-round haven for relaxation and celebration! Savor breathtaking sunsets, indulge in boating, watersports, and high-speed internet, and make special memories during holidays, bachelorette party's getaways, birthdays, family reunions, micro weddings, and more. With a fully equipped kitchen, spacious rooms, and the tranquil lakeside setting, every moment here is magical. Reserve your spot now and experience the ultimate in lakeside living!

Top guest favourite
A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.
Home in Round Lake Beach
4.99 out of 5 average rating, 179 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

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
4.97 out of 5 average rating, 118 reviews

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

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.

Guest favourite
Flat in Waukegan
4.95 out of 5 average rating, 122 reviews

Amiable 1-Bedroom 2-beds - 1 Bath - Apartment

Step into comfort in this thoughtfully furnished 1-bedroom apartment in Waukegan, Illinois. Perfect for business travelers, visitors, or those in between moves — this unit hits the sweet spot of style, function, and value. The Space One bedroom with a full/queen bed plus an air mattress (for extra comfort or guest flexibility) Bright living area with seating, smart TV, and workspace Fully equipped kitchen (stove, refrigerator, microwave, basic cookware & utensils)

Popular amenities for Richmond holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. McHenry County
  5. Richmond