Cottage holiday rentals in Glenview

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Top-rated cottage rentals in Glenview

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Top Guest favourite
The cottage showcases a charming front porch adorned with white railings and lush green planters. Colorful flowers bloom in the garden, adding vibrancy to the landscape. The peaked roof and decorative gables enhance the inviting exterior, framed by trees providing a serene atmosphere.
Cottage in Highland Park
4.98 out of 5 average rating, 97 reviews

Re-imagined 1880s cottage by Highwood, Metra, Lake

Step inside Step back in time Cozy, 1880 built, re-imagined, ravine edged garden cottage Your home away from home. Escape the city and relax in our newly renovated historic cottage and gardens. Peaceful yet centrally located, vintage yet modern, Mere Cottage has so much to offer. Inside: You'll enjoy updated amenities in harmony with a distinctive vintage charm. The common area has an open layout, perfect for socializing. The kitchen and pantry (my favorite room!) are new from top to bottom and are fully stocked with any cooking gadgets you may need. Two bedrooms are joined by a Jack & Jill bathroom. The living room has a sofa that pulls out into full size bed. Outside: Jordan and I had fun redesigning the grounds from front to back. Enjoy the front garden from the rocking chair on our wrap around porch. Out back we've added a vegetable and perennial garden for you to take in. Dinner out on the back deck overlooking the garden is highly recommended! Guests have access to the entire home and grounds. Jordan and I live in the neighborhood and will be available if you need us! Our cottage is located in Highland Park, about 25 miles north of Chicago on Lake Michigan. We like to think we have the best of both worlds- being in a quiet residential neighborhood with walking access to numerous amenities right around the corner. We're a quick 5 minute walk to Highwood (the north shore’s restaurant district) and an 8 minute walk to the Metra train that can take you from Chicago to Kenosha and any place in between. We're also right on the North Shore bike path (bring your bikes!). Fort Sheridan is also close by and worth exploring for its interesting history, architecture, and nature trails. On foot: Many errands can be done on foot. We have some of the best restaurants and watering holes north of Chicago within walking distance. There is also a Walgreens convenience store 2 blocks away. By car: Getting around by car is also easy. Parking is readily available almost anywhere you'll visit. You can get to downtown Chicago in 30 minutes in ideal traffic. Train: The Metra (our train system) can also conveniently get you to and from various attractions including downtown Chicago (a scenic 45 minute ride), Ravinia music venue, the Chicago Botanic Gardens, Great Lakes Naval Base and many more. Bike: Pack your bikes! We're located on the north shore bike trail. Head north on the trail to check out the beautiful Fort Sheridan, Lake Forest, and quaint Lake Bluff. Head south to Ravinia, Chicago Botanic Garden, and numerous other beautiful villages along Lake Michigan. I bike often and will gladly point you to some great hidden gems! If you're flying into O'hare, we recommend taking an Uber to our cottage. We're about a 30 minute drive from the airport. Six Flags Great America is also a 25 minute drive away. Keep in mind that the bathroom is a Jack & Jill and is accessed from either bedroom. There is no access from the common area, so it could pose an issue at night when sleeping our max number of 6. Please keep things tidy and wash any dishes used during your stay. Out of respect for our neighbors (this home is located in a quiet residential neighborhood), no parties or large gatherings are allowed. No pets allowed.

Cottage in Highwood
5 out of 5 average rating, 3 reviews

The Pleasant Hill Cottage A Charmed Storybook Stay

Step into one of the North Shore’s most enchanting cottages, where every room feels as if an oil painting awoke from its canvas. Spend days on Lake Michigan’s luxury beaches, exploring its idyllic towns, the Botanic Garden, Bears Camp, the Naval Base, or hop a train to Chicago! Evenings glow w/ golden sunsets, candlelight & bonfires; stroll to Highwood’s live music, global dining & breweries or catch a star-lit concert at the legendary Ravinia! All set in the heart of a kind close-knit village.♡

Guest favourite
The exterior of the cottage features a modest entrance with a stone walkway leading to the door. Flower boxes with seasonal plants are positioned under the windows, adding color to the façade. The surrounding area has a mix of stone and shrubbery, contributing to its rustic charm.
Cottage in Lake Villa
4.8 out of 5 average rating, 166 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

Guest favourite
A spacious back deck is highlighted, featuring an outdoor table with an umbrella and comfortable seating. A charcoal grill is positioned nearby, and vibrant flowers add a splash of color. The neighboring structures and lush greenery create a welcoming outdoor space.
Cottage in Fox River Grove
4.86 out of 5 average rating, 36 reviews

Waterfront Cottage/sauna/kayaks/firepit/dock

Enjoy some time away at this peaceful cottage on the Fox River. There is a dock with jet ski lift and kayaks available to guests. Large deck with ample seating. There is a sand beach with volleyball court and playground within walking distance of home. Many places to dine and shop nearby. Some nice resteraunts on the water. Local attractions nearby including Norge Ski Club, Bettendorf Castle, Three Oaks Rec, ect. Fire pit next to river with wood included. Amazing sunset view and steam sauna.

A well-maintained cottage is set in a spacious yard surrounded by green grass and large trees. Outdoor seating is arranged near the water, with colorful chairs facing the waterway. The property features steps leading to a wooden deck, enhancing the connection to the scenic surroundings.
Cottage in Fox Lake
4.94 out of 5 average rating, 18 reviews

Lakefront Cottage with Gorgeous Sunsets

Great cottage so close to the water you can fish right off the deck, bring your boat right up to the dock and drive it all over the chain of lakes and out to dinner. Endless things to do on the chain, tons of restaurants, sand bars, fishing, bars, boats, etc. Then, watch the sunset at the beach right outside your door before retreating for the night into the cottage. The yard is fenced in, with a fire pit and is shared with permeant residence and another house I air bnb but is yours to enjoy

Superhost
The illuminated hot tub is situated on the back deck, showcasing a calming blue glow against the night backdrop. Surrounding areas are softly lit, creating a serene atmosphere for relaxation. The tub is equipped to accommodate 3-4 individuals, inviting guests to unwind outdoors.
Cottage in Fox Lake
4.76 out of 5 average rating, 79 reviews

Cute & Cozy 2/1 Lakeview Cottage - Hot Tub Gazebo

Unique cute & cozy 2 bed / 1 bath nautical lakeview house has amazing views of Mineola Bay on the Chain O' Lakes. Enjoy the walk out lakeview front wood deck, and watch sunsets fall over Mineola bay and color the sky. The back yard is a great place to relax, entertain & have peace and quite. Fish or kayak right from the shoreline. Fully remodeled modern lake house in and out. There is a 3-4 person hot tub on the back deck for you to relax and unwind (Included in your reservation).

A wooden deck extends over tranquil waters, featuring a dining table surrounded by several chairs. Adirondack chairs are positioned nearby, and lush greenery frames the scene, providing a serene outdoor space for relaxation and enjoyment.
Cottage in Fox Lake
4.86 out of 5 average rating, 7 reviews

Waterfront Fox Lake Vacation Rental w/ Fire Pit!

Situated right along the tranquil waters of Mineola Bay, this 2-bedroom, 1 full bath, 2 half-bath cottage boasts easy access to countless waterfront activities. Featuring a fire pit, 2 spacious decks, and 2 kayaks, this serene property is the perfect place for a nostalgic lake escape with plenty of outdoor adventures! When you're ready to cool off, head inside to enjoy some competition at the foosball table or snuggle up by the fire for a relaxing night at this charming home.

Top Guest favourite
A charming cottage is framed by lush greenery and colorful flower planters. The white exterior features multiple windows, allowing ample natural light. A welcoming front porch leads to the entrance, adorned with patriotic bunting, inviting guests to enjoy the serene surroundings.
Cottage in Barrington
5 out of 5 average rating, 121 reviews

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!

Guest favourite
A wooden deck is visible, featuring a glass-top dining table surrounded by metal chairs. The tranquil lake stretches out beyond, with clear blue skies and calm waters. A tree's branches provide shade, enhancing the outdoor seating area by the water.
Cottage in McHenry
4.87 out of 5 average rating, 53 reviews

Lakefront Views, Free Water Sports!!

Relax at this stunning lake house on Lake Pistakee. Enjoy this cozy house with a private lakefront view on a sleepy dead end street. This lake house underwent a full rehab in 2019. House features its own private dock right on the water and includes 2 free kayaks, 2 free paddle boards, and a free paddle boat to use. Enjoy the fire pit overlooking the water and free gas grill (byow). Lake Pistakee is on the Chain o Lakes which includes 14 connected lakes

Superhost
An open black front door reveals a view of the garden with a large tree and a grassy area. Natural light enters the space, highlighting a decorative red area rug on the wooden floor. Soft curtains frame the windows, adding warmth to the entryway.
Cottage in Saint Charles
4.8 out of 5 average rating, 5 reviews

Bird House Holiday

Nestled in charming St. Charles among three giant oak trees is the Bird House Holiday. Experience tranquility in the beautiful garden setting. Featuring one bedroom with a queen size bed, one bathroom, open concept kitchen/ living room, bright sunroom with designated workspace, and twin daybed. Located 2.5 miles to downtown St. Charles, 1 mile from the Q center and steps away from the Fox River and Fox River Trail. Birds and wildlife abound!

The exterior of a cottage is shown, featuring two sets of wooden stairs leading up to a multi-level deck. Lush green grass surrounds the structure, which is partially shaded by a nearby tree. A vibrant umbrella adds color to the outdoor space.
Cottage in Fox Lake
4.81 out of 5 average rating, 185 reviews

All Season Sunset Cottage on Pistakee Lake

Escape to the beauty of the Chain O'Lakes to spend the weekend or a lengthy stay on the shores of Lake Pistakee. Enjoy our lakefront (west facing) cottage with enough beds to sleep 6. Our home is the perfect getaway to enjoy everything from fishing & water sports to dining and nightlife and even snowmobiling and skiing in the winter. Or maybe its for no reason at all except to simply relax lakeside and relish the breathtaking views.

Guest favourite
A spacious living area features a comfortable brown sofa and a stylish coffee table with decorative items. Soft lighting from a floor lamp and a ceiling fan enhance the relaxed ambiance. The open layout connects to a kitchen area, visible in the background.
Cottage in South Elgin
4.81 out of 5 average rating, 63 reviews

Relaxing home on the Fox river

Life on the Fox river can only be one of the most beautiful sites there is , enjoy early morning coffee on the deck watching or listening to the wildlife. Catch some of the fish that frequent the area or Bonfires at night while the sun sets are amazing ! A mix of rustic and modern make your stay comfortable. This home has everything you need to relax.

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