Winchester-Hood Garden Homes holiday lettings
We found 46 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Winchester-Hood Garden Homes that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you need and want for your stay, including parking and a TV. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Winchester-Hood Garden Homes
Showing deals for:7 Nov - 14 Nov
Image gallery for Chic|Comfy|Stylish| 2BD 2BA - Little India
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Chic|Comfy|Stylish| 2BD 2BA - Little India
Chicago, IL
7% off
Price is £1,987
£1,987
£284 per night
includes taxes & fees
Image gallery for Chic studio in Loyola University with WiFi, fitness room, steps from the lake
8.48.4 out of 10 rating
Very good
(13 reviews)
Chic studio in Loyola University with WiFi, fitness room, steps from the lake
Chicago, IL
7% off
Price is £1,182
£1,182
£169 per night
includes taxes & fees
Image gallery for Chicago charm! Quiet and inviting !
1010 out of 10 rating
Exceptional
(17 reviews)
Chicago charm! Quiet and inviting !
Chicago, IL
7% off
Price is £1,719
£1,719
£246 per night
includes taxes & fees
Image gallery for 100 Yr. Old Chicago Brick Craftsman with yard, Near Beach and Loyola!
1010 out of 10 rating
Exceptional
(25 reviews)
100 Yr. Old Chicago Brick Craftsman with yard, Near Beach and Loyola!
Chicago, IL
7% off
Price is £1,644
£1,644
£235 per night
includes taxes & fees
Image gallery for *The JewelBox* Quiet 3-Bed Townhouse
9.29.2 out of 10 rating
Wonderful
(5 reviews)
*The JewelBox* Quiet 3-Bed Townhouse
Chicago, IL
7% off
Price is £1,731
£1,731
£247 per night
includes taxes & fees
Image gallery for Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
1010 out of 10 rating
Exceptional
(229 reviews)
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
Chicago, IL
7% off
Price is £1,909
£1,909
£273 per night
includes taxes & fees
Find spaces that suit your style
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Villa
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Find the best place to stay - Winchester-Hood Garden Homes
Cozy Retreat, Prime Location Near Loyola & Beach!
Sleeps 3 · 1 bedroom · 1 bathroom
7.07.0 out of 10
Goodgood
4 reviews(4 reviews)
The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
110 reviews(110 reviews)
Cozy apartment with AC and WiFi in awesome Chicago
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Roomy 3BR Apartment near Beach
Sleeps 6 · 3 bedrooms · 1 bathroom
8.08.0 out of 10
Very goodvery good
2 reviews(2 reviews)
Chic 2-bedroom apartment in beautiful Rogers Park with WiFi & EV Charger
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
229 reviews(229 reviews)
Top rated rentals - Winchester-Hood Garden Homes
Perfect stay for marathión runners
1010 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
We were three marathon runners from Europe. John welcomed us very warmly and looked after us perfectly. The apartment is very tastefully decorated, the kitchen very well-equipped, the whole apartment very comfortable. There are food shops and restaurants in the area. It is just one mile away from the lake side with a sand beach.
We had a great time - Thank you, John!
Michel A.
Stayed Oct 2018
An excellent place to stay
9.89.8 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
We (three adults, two children) had a great stay. It's a clean, modern, well-resourced apartment, and Nikki and Ben were great at replying to questions and queries. The apartment, bedrooms, beds, and sofas are all very comfortable, and the bathrooms are great. Really good kitchen and cooking facilities too - saved us a fortune being able to eat in. The neighbourhood is perfect - cafes, restaurants, shops, transport links all within a few minutes' walk - and the street itself is leafy and quiet. Perfect! Can recommend it completely - would definitely stay again if in the area.
Will G.
Stayed Jun 2025
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental in Winchester-Hood Garden Homes?
In Winchester-Hood Garden Homes, apartments are the most popular holiday rental choice, with around 18 available in the area. These apartments typically offer a comfortable living space, fully equipped kitchens, and convenient access to local amenities. For those seeking more space, there are several holiday houses and condos scattered throughout the neighbourhood, which provide additional options for families or larger groups. Holiday houses usually feature multiple bedrooms, private outdoor spaces, and often include amenities like BBQ grills for a relaxed dining experience.
Are there any beach house rentals in Winchester-Hood Garden Homes?
In Winchester-Hood Garden Homes, Illinois, there are indeed beach house rentals available, providing a unique option for those looking to enjoy a waterfront getaway. These rentals typically offer spacious interiors, complete with fully equipped kitchens and comfortable living areas, ideal for relaxing after a day by the water. Many properties also feature outdoor spaces, such as decks or patios, great for soaking in the views or enjoying a meal al fresco. The area is known for its serene environment, making it a great choice for families or groups seeking a tranquil retreat.
How much does it cost to rent a holiday home in Winchester-Hood Garden Homes?
Prices for holiday rentals in Winchester-Hood Garden Homes vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Winchester-Hood Garden Homes to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Winchester-Hood Garden Homes holiday house rentals?
You can find great discounts on house rentals in Winchester-Hood Garden Homes on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Winchester-Hood Garden Homes?
In Winchester-Hood Garden Homes, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with convenience. Many rentals also feature a coffee and tea maker for a quick morning brew, along with a blender for those who enjoy smoothies or soups. Guests can expect essential items such as paper towels to enhance their stay. Additionally, onsite parking is available, providing ease of access for those travelling by car.
Are there any family house rentals in Winchester-Hood Garden Homes?
In Winchester-Hood Garden Homes, there are several family-friendly house rentals available, with around 14 options to choose from. This charming area offers a variety of spacious homes, great for families looking to enjoy a comfortable stay. Many of these properties come equipped with amenities such as full kitchens, allowing for easy meal preparation, and ample living space for relaxation and quality time together.
Can I rent a holiday home with a pool or hot tub in Winchester-Hood Garden Homes?
In Winchester-Hood Garden Homes, there are several holiday homes available for rent that feature pools or hot tubs. This charming area is ideal for those looking to enjoy a relaxing getaway. Many of the properties come equipped with amenities such as private pools, hot tubs, spacious outdoor areas, and fully equipped kitchens, making them great for families or groups seeking both comfort and leisure. The surrounding neighbourhoods offer a pleasant atmosphere, ensuring a tranquil stay while still being within reach of local attractions and conveniences.
Are there any Winchester-Hood Garden Homes holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Winchester-Hood Garden Homes with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there pet-friendly holiday rentals in Winchester-Hood Garden Homes?
In Winchester-Hood Garden Homes, there are several pet-friendly holiday rentals available for travellers with furry companions. These properties often come equipped with amenities such as fully furnished kitchens, spacious living areas, and outdoor spaces where pets can enjoy some fresh air. Many rentals also feature convenient access to local parks, providing superb spots for walks and playtime with pets.
Can I find long-stay holiday rentals in Winchester-Hood Garden Homes?
A long-stay holiday rental in Winchester-Hood Garden Homes is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Winchester-Hood Garden Homes for a holiday rental?
The best time to visit Winchester-Hood Garden Homes is during the peak season from May to July, with July being particularly popular among travellers. This vibrant period is characterised by warm temperatures, typically reaching the low 30s Celsius, making it ideal for outdoor activities and exploration. Visitors can enjoy the lush gardens and beautiful parks that the area is known for, as well as local events that showcase the community's charm and hospitality.
In July, you can immerse yourself in the lively atmosphere as families and friends come together to enjoy the summer sunshine. This is a superb time for leisurely strolls, picnics in the parks, or simply relaxing in the tranquil surroundings of the garden homes.
For those looking for a more budget-friendly option, consider visiting in December. Although it's outside the peak season, this month still offers a great experience with festive decorations and a cozy atmosphere, superb for a peaceful retreat.
Are there any remote work holiday rentals in Winchester-Hood Garden Homes?
In Winchester-Hood Garden Homes, there is a good selection of remote work holiday rentals available, with around 20 options to choose from. These properties are well-equipped for those looking to combine work and leisure, featuring essential amenities such as reliable Wi-Fi, dedicated workspaces with desks and ergonomic chairs, and often additional conveniences like computer monitors to enhance productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Winchester-Hood Garden Homes holiday rental?
Book your Winchester-Hood Garden Homes holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Winchester-Hood Garden Homes home rental booking on Vrbo?
To find Winchester-Hood Garden Homes holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Winchester-Hood Garden Homes holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.