Holiday houses 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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Guest favourite

Cabin in McHenry

4.94 out of 5 average rating, 110 reviews

Riverside Retreat : A Nature Lover’s Dream!

Immerse yourself in nature at this enchanting 3bedroom cabin! Discover adventure-ready luxury in our historic 1950s riverside home. Unwind in the outdoor spa tub or challenge friends in the game room. Your gateway to riverside bliss with a private boat dock. Bring water toys and enjoy access to the Chain of lakes. Explore Moraine State Park's outdoor wonders just steps away. Indulge in downtown McHenry's dining and nightlife options. Escape to perfection in this one-of-a-kind handcrafted cabin.

Guest favourite

Home in Richmond

4.93 out of 5 average rating, 151 reviews

"About Time" You will love it! -12 beds

We are SUPERHOSTS !!!- Look for all inclusive boat and wave runner packages through Twin Lakes Boat Rental. Swimming at the Sand Bar in the middle of the lake or at Lake Mary’s beach in Twin Lakes is best for kids. About Time has a spacious yard for corn hole/wiffleball, basketball, Kayaks & SUP's. There’s a large playfield is just 200 yards East too. Visit the Sand Bar Restaurant also, a must! The spring fed clear water is great for fishing & skiing. We love this place and know you will too.

Guest favourite

Loft in Woodstock

4.96 out of 5 average rating, 184 reviews

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.

Guest favourite

Rental unit in McHenry

5 out of 5 average rating, 101 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.

Superhost

Home in Fox Lake

4.9 out of 5 average rating, 140 reviews

Charming Lake Cottage ★ Queen Bed ★ Chain O Lakes

Outdoor enthusiasts will be delighted with this romantic 1 bedroom lake cottage that sleeps 4. The fall colors, hiking, and nature setting is especially breathtaking this time of year. Walk down to the lake to enjoy boating, swimming, fishing, and more. Experience all the comforts of home in this newly remodeled cottage desirably located on Lippincott Point. Perfect for romantic getaways, gathering with friends by the lakeside fire pit, boating “the chain” and all that lake life has to offer!

Guest favourite

Home in Harvard

4.95 out of 5 average rating, 182 reviews

Sanctuary Woodland Guest House!

Our guest house is located on a picturesque 5 acres, next to a woodland forest. We also run a bird sanctuary on the property, Georgia's Place Bird Sanctuary, which makes this a paradise for an animal lover! We are happy to give guests a tour of our sanctuary. There is a large deck and fire pit for an enjoyable evening, and a walking trail for wildlife enthusiasts! We kindly ask guests not to bring meat onto the property as we are running a sanctuary that promotes compassion for all animals.

Guest favourite

Rental unit in Lake Geneva

4.98 out of 5 average rating, 870 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

Condo in Lake Geneva

4.93 out of 5 average rating, 480 reviews

Charming, Cozy & Eclectic Condo in Lake Geneva!

Quaint 1 BD 1 BA Condo by Lake Como. Neighborhood pool is newly remodeled. Launch your boat, stroll the woods, rent kayaks, play tennis, or chill. The hotel next door has pools to use for a fee. Dine at many local places or right next door, check out the Hotel’s options … plus their outdoor bar and fire pit. We have towels, toiletries, games, WiFi, basic cable, Roku, electric grill, a fireplace, and full kitchen. Don’t expect the Taj Mahal. DO expect to kick back and make great memories!

Guest favourite

Home in Richmond

4.95 out of 5 average rating, 125 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 !

Superhost

Home in Twin Lakes

4.91 out of 5 average rating, 150 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!

Guest favourite

Guesthouse in McHenry

4.95 out of 5 average rating, 168 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.

Guest favourite

Cottage in Wonder Lake

4.91 out of 5 average rating, 115 reviews

The Cozy Lake House -DM ?s for Guests # & Pricing!

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!