Holiday rentals in Twin Lakes

4.97 out of 5 average rating, 29 reviews

Cozy Getaway by the Lake

Relax with the whole family at this peaceful getaway. Come take in the lake & all Twin Lakes has to offer. Offerings including open concept, family room in the basement for entertainment w/many games to play, two tvs 65” and 55”, 5 minute walk to the lake and Wild Child restaurant, 7 minute walk to Manny’s Snack Shack, 12 minute walk to Rumpoles Banquet Hall, golf course 1.3 miles away, great biking, Wilmot Mtn 10 minute drive, & nearby Lake Geneva & activities. Come visit home away from home!

4.98 out of 5 average rating, 132 reviews

Cabin in Salem

A Frame Log Cabin Near Multiple Local Lakes

Experience the allure of Salem Lakes Chalet, featuring modern comforts nestled within a quaint 3-story log cabin. Relax in a fenced yard offering picturesque vistas of woods, and relish in the variety of recreational options at nearby lakes. Your ideal retreat beckons! Enjoy the northern ambiance without the lengthy journey—be amazed by our expansive wall of windows! Whether you are in town to visit family or looking for a retrieve from the city we are conveniently located 10 mins from I-94.

Cabin in Fontana-on-Geneva Lake

4.92 out of 5 average rating, 139 reviews

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.

5 out of 5 average rating, 32 reviews

Beautiful Twin Lakes home + lovely private setting

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** $15 pp for each additional person > 1. max 4 persons. No children under 6 yrs. Persons on property is limited to registered guests only unless specific agreement is made in advance.

4.95 out of 5 average rating, 38 reviews

Cottage in Twin Lakes

Twin Lakes Bungalow

Cute 1930’s bungalow with a cabin feel and many modern updates, just blocks away from Lake Mary in the adorable Twin Lakes Manor neighborhood of Twin Lakes, WI! Relax in this 2 bedroom, one bath cabin with a full tub and shower, fully-stocked kitchen, and a HUGE fully fenced-in backyard you can bring your dogs to! Patio with table and a fire pit surrounded by Adirondack chairs to relax in! 2 kayaks and 2 sets of golf clubs included! You don’t want to miss this adorable and cozy place!

Superhost

4.9 out of 5 average rating, 166 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!

4.99 out of 5 average rating, 150 reviews

Home in Round Lake Beach

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!

4.98 out of 5 average rating, 100 reviews

4Bd 3.5ba New Construction! Community Beach Access

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.

4.99 out of 5 average rating, 102 reviews

Cabin in Twin Lakes

Secluded in the Woods, Hot Tub

Owl's Rest Cabin is nestled in acres of fully wooded, peaceful forest. This is a cozy couple's retreat or small family getaway with a fireplace, hot tub, full kitchen, washer/dryer, located 4 minutes from Lake Mary and 15 min to Lake Geneva. Many activities nearby - festivals, hiking, boat rentals, golf, beach, downhill skiing, tubing, and snow shoeing. Eco conscious cabin, including Level 2 electric vehicle charging & more. Please message us with any questions.

4.97 out of 5 average rating, 157 reviews

Apartment in Lake Geneva

Magnificent waterfront views & cozy fireplace

Welcome to this serene waterfront villa in Lake Geneva, Wisconsin, a haven for relaxation. This elegantly designed one-bedroom retreat is perfectly nestled on the shores of Lake Como, offering a blend of rustic charm and modern comfort. The real brick walls and cozy fireplace create a warm and inviting atmosphere, providing unforgettable memories in this beautiful Wisconsin setting. Local laws require all guests names and address be provided prior to check in.

5 out of 5 average rating, 15 reviews

Cabin in Twin Lakes

Twin Lakes Escape- Modern Cabin by Lake Mary

Escape to this charming 3-bedroom, 2-bath log cabin with a cozy loft near Lake Mary and Lake Elizabeth in Twin Lakes.This modernly updated retreat offers a game room, spacious deck, fire pit, and a large driveway perfect for snowmobiles, boats, and trailers. Whether you’re boating, fishing, snowmobiling, or relaxing by the fire, this cabin is the perfect year-round getaway for adventure and relaxation. Reserve your summer dates today!

5 out of 5 average rating, 11 reviews

Cozy Lakeview Retreat w/ Deck in Twin Lakes

Welcome to our family-friendly lakeview retreat! This home features 3 bedrooms, 2 bathrooms, and a spacious deck overlooking a serene wooded area. Just a 3-minute drive to the beach, where you can enjoy exciting summer events—including water ski shows every Wednesday and Saturday, and Movies at the Park on Fridays. Fire up the grill and unwind around the outdoor firepit under the stars. An ideal destination for your summer getaway!

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Twin Lakes holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Twin Lakes

5 out of 5 average rating, 9 reviews

Cozy Cabin in Town | Walk to Lake Mary

DavidRating, 5 stars4 days ago

We had a great stay. The house was perfect for a quick weekend getaway. We enjoyed some of the local spots in Twin Lakes and made the short drive for dinner in Lake Geneva. Highly recommend!

5 out of 5 average rating, 28 reviews

Tiny home in Harvard

Tiny House on Horse Farm

EddieRating, 5 stars2 weeks ago

I had a terrific time here! The surroundings are so stunning, peaceful, and welcoming. I especially loved feeding and petting the beautiful horses and hearing all of the pleasant sounds of nature. And the tiny house itself is very comfortable and enjoyable. This is the perfect spot for an overnight excursion from the city!

5 out of 5 average rating, 3 reviews

Hickory House

JasRating, 5 stars1 week ago

Our stay at the Hickory House was great. Very easy to find and very comfortable and accommodating. The slightest inconvenience that Patricia noticed she was very quick and helpful. We had a great time with our stay. Thanks Patricia for everything.

4.92 out of 5 average rating, 74 reviews

#EnglishPrairieBnB | 8 Bedrooms | 4.5 Baths

RodrigoRating, 5 stars3 months ago

We had a great time at Mikes place! It was all the little things and extras. From the provided waffle mix with toppings, the golf simulator and indoor pool to the ping pong table and infinity game table. It was also very cozy and we all felt close and connected. We were a large group that gets together once a year for skiing. It was the first time we visited Wisconsin and we would definitely come back! Mike was very responsive with any issues that came up.

Place to stay in Racine

4.86 out of 5 average rating, 720 reviews

Wisconsin Treehouse Getaway!

ArielRating, 5 stars1 week ago

Beautiful space and property. Had a great stay and made wonderful memories. Main thing I’d say to be aware of is it is connected to the hosts’ actual home so keep that in mind. While the space is private, it’s not isolated. You may interact or hear the hosts’ family along the way. It wasn’t a big deal for us, but something to think about if you’re not fond of or used to it. Overall, great stay and recommend!

5 out of 5 average rating, 16 reviews

Home in Burlington

Comfortable Cabin on Lake and 20 min from Ski Hill

KendraRating, 5 stars1 week ago

We stayed for a wedding weekend and had a great time! Sean really went above and beyond as a host. He was incredibly responsive and helpful. He checked in on us multiple times during the trip! High recommend this stay.

4.95 out of 5 average rating, 182 reviews

Home in Richmond

TheGlassCabin@HackmatackRetreat

JayRating, 5 stars4 days ago

What a beautiful rustic setting. So many wonderful Buddhist / mindfulness reminders to disconnect and slow down. We would love to come back to this getaway location again!