Vacation rentals in Richmond

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Top-rated vacation rentals in Richmond

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Guest favorite

Home in Richmond

4.93 out of 5 average rating, 142 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.

May 4 – 11

€ 812 per night

Guest favorite

Condo in Kenosha

4.93 out of 5 average rating, 172 reviews

Inviting, spacious apt! Ideal for stay & work

This brand new basement apartment is an amazingly pleasant, spacious and private unit (over 950 sq. ft). Whatever the motive of your trip is —work from home, business, family function, wedding, graduation, friends, or simply a vacation escapade — you will enjoy the freedom this space provides. This residential, private neighborhood apartment is carefully designed. The full kitchen, classy bathroom, plush and extra-comfortable king size bed, the TV and all the amenities will fulfill your needs.

Jun 12 – 19

€ 105 per night

Guest favorite

Cottage in Lake Villa

4.82 out of 5 average rating, 150 reviews

Laura’s Little Cottage

First, I’d like to mention this is located in a QUIET neighborhood. I don't rent out for big, loud parties. If that's what you're looking for, this is not the place for you. I like to keep peace with the neighbors! Moving on. This little cottage is just minutes from several forest preserves, the Chain O’ Lakes, Great America or Wilmot Mountain. 30 minutes to Great Lakes Naval Base & less than an hour to Lake Geneva, Chicago or Milwaukee. Plenty of restaurants, & grocery stores. 30 day minimum

Dec 30 – Jan 6

€ 154 per night

Superhost

Home in Fox Lake

4.9 out of 5 average rating, 128 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!

Dec 10 – 17

€ 166 per night

Guest favorite

Home in Harvard

4.95 out of 5 average rating, 164 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.

May 5 – 12

€ 124 per night

Guest favorite

Home in Richmond

5.0 out of 5 average rating, 13 reviews

Charming Historical House

1850’s charming historic home in heart of Richmond, perfect for your getaway. THE DISTRICT wedding/event venue is walkable(1/2 block away). Great for guests or wedding party. Local restaurants, bars, cafe, chocolate shop, and bike trail just steps away. Only 15 minutes to downtown Lake Geneva Bedroom #1 Queen Bedroom #2 (2) Full beds Bedroom #3 Queen and Twin XL (2 ) FULL BATHROOMS GENERAL: Keyless entry, 2 parking spots on property and street parking, linens, washer/dryer provided

Nov 2 – 9

€ 382 per night

Guest favorite

Farm stay in Cherry Valley

4.97 out of 5 average rating, 273 reviews

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

Aug 19 – 26

€ 103 per night

Guest favorite

Home in Richmond

4.94 out of 5 average rating, 84 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 !

Nov 17 – 24

€ 306 per night

Guest favorite

Guesthouse in McHenry

4.95 out of 5 average rating, 155 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.

Dec 12 – 19

€ 140 per night

Superhost

Home in Twin Lakes

4.93 out of 5 average rating, 134 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!

May 5 – 12

€ 584 per night

Guest favorite

Guest suite in Zion

4.9 out of 5 average rating, 135 reviews

Non-smoking, attached mother-in-law suite.

30 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour to O’Hare Airport and downtown Chicago. 1 hour to Milwaukee 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 7PM.

May 5 – 12

€ 80 per night

Guest favorite

Condo in Lake Geneva

4.93 out of 5 average rating, 424 reviews

Charming, Cozy & Quaint Condo in Lake Geneva!

Quaint 1 BD 1 BA Condo by Lake Como. The association outdoor pool is newly remodeled. There is a boat launch and parking, paddle board rentals, and tennis court. The hotel next door has pools to use for a fee. Dine at the popular nearby Mars restaurant or check out the Ridge Hotel’s coffee shop, restaurant & huge outdoor fire pit! Condo offers towels, toiletries, games, WiFi, basic cable, Roku, electric grill, gas fireplace, drip & K-cup coffee, tea, & water!

Sep 18 – 25

€ 155 per night