
Holiday rentals in Ringwood
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Top-rated holiday rentals in Ringwood
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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.

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.

Enchanted Garden Treehouse (Amenity*)
Spring is here, the flowers out, the treehouse warm and cozy, and the hot tub ready! Relax on cool evenings in our luxurious, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall cuts thru snow into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

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.

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 !

"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.

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!

The Paréa House, Greek Escape & Walk to Downtown!
Welcome to The Paréa House — a modern Greek-inspired escape designed for connection, relaxation, and unforgettable stays. “Paréa” in Greek means a group of friends coming together to enjoy life — and that’s exactly what this home was made for. Why guests love it: -Newly renovated, bright & open layout -Huge backyard + patio for entertaining -Perfect for groups & families -Less than 1 mile to downtown Lake Geneva -Thoughtfully designed with a Mediterranean feel

Garden View Studio • Walk to Downtown • Fire Pit
✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each unit accommodates up to 4 guests. 1 queen, 1 full sofa bed. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Off-Street Parking: Convenient and secure parking for your stay. ✔ Exclusive Group Booking: Reserve just one or all five units for your entire party.

Cozy French Inspired Cottage in rural setting
Relax and escape to our charming, one of a kind cottage. Beautifully decorated with period furniture and tastefully updated with modern amenities. The cottage offers slate tile and hardwood floors. Original pine floors line the upstairs loft bedrooms. Cook in a French inspired country kitchen with butcher block counter tops. Rural setting, yet minutes away from everything! Downtown is a 20 min. walk and the Metra will take you to the city in 45 minutes!

Serene Lakefront House on Fox Lake W/ Private Dock
Amazing Lakefront Escape on Fox Lake with Private Dock Jump into adventure at this vibrant 3-bed, 2-bath retreat. Soak up dazzling Nippersink Lake views, kayaks, or glide on paddleboards from your private dock. Cook up a family meal in the modern kitchen, snuggle by the fireplace, or binge shows with Wi-Fi. The deck’s your stage for epic sunsets, BBQ feasts, or starry fire pit chats. Sleeps 10, near Fox Lake’s hot spots and Chain O'Lakes fun.

Enjoy Springtime in Richmond!
This charming home boasts a unique style perfect for a small family or group of friends. Come and enjoy a peaceful retreat or explore all the local attractions in and around Richmond. Richmond offers many opportunities for Fun and Relaxation. Our prime location offers a 15-minute drive to both Lake Geneva and the Chain O Lakes.
Popular amenities for Ringwood holiday rentals
Other great holiday rentals in Ringwood

Tiny House on Horse Farm

Long Lake Retreat - Cottage in Burlington, WI

Modern Waterfront House Getaway on Fox River

Peaceful Horse Farm Stay Private & Quiet

Mineola Manor

Spacious 2BR Cabin@The Lake-Heim

Lake Geneva Hideaway

The Lily Pad - Cozy, Private, 15min from Lk Geneva
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Detroit Holiday rentals
- St. Louis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Windsor Holiday rentals
- Traverse City Holiday rentals
- Ann Arbor Holiday rentals
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Alpine Valley Resort
- Union Park
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Brookfield Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Illinois Beach State Park
- Willis Tower
- Loyola University Chicago
- Naval Station Great Lakes
- Milwaukee County Zoo
- The 606




