Hampshire Vacation Rentals

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Our top choices for Hampshire vacation rentals

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Barrington
9.8 out of 10, Exceptional, (9 reviews)
"Very nice little spot... Host was absolutely wonderful!!! Definitely stay here again!"
United States
Adam B.
The price is CA $134
CA $239 total
includes taxes & fees
May 24 - May 25
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (40 reviews)
"Great place to stay near St. Charles/Geneva. Will definitely stay again next time we visit. Plenty of room, great view, super easy access to west suburbs, North Ave./Randal Rd,/25/31, but tucked away from the hustle and bustle etc. Host was great, respected our privacy. Super hot shower! "
United States
Elsa L.
The price is CA $241
CA $340 total
includes taxes & fees
May 25 - May 26
Riverfront rental

Modern Suburban Oasis- 14 guest House. Family Friendly!

Modern Suburban Oasis- 14 guest House. Family Friendly!
Elgin
10.0 out of 10, Exceptional, (1 review)
The price is CA $964
CA $1,334 total
includes taxes & fees
Jun 10 - Jun 11
Modern Suburban Oasis- 14 guest House. Family Friendly!

PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
streamwood
10.0 out of 10, Exceptional, (2 reviews)
"Was nice would recommend staying with you folks"
United States
Richard W.
The price is CA $428
CA $782 total
includes taxes & fees
May 24 - May 25
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway
Fox River Grove
10.0 out of 10, Exceptional, (18 reviews)
"Host and amenities were great!"
United States
Jeff P.
The price is CA $236
CA $360 total
includes taxes & fees
May 27 - May 28
Little Fox Cottage - A Cozy Riverview Getaway

Terrific 3-bedroom family-friendly house close to everything in charming McHenry

Terrific 3-bedroom family-friendly house close to everything in charming McHenry
McHenry
9.2 out of 10, Wonderful, (5 reviews)
"Cute and cozy little house. Convenient location. I would stay there again if the need ever comes up again. "
United States
holly g.
The price is CA $267
CA $444 total
includes taxes & fees
May 31 - Jun 1
Terrific 3-bedroom family-friendly house close to everything in charming McHenry

- Fully-Equipped Condo - King Bed - Massive yard -

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (39 reviews)
"We really enjoyed our stay here. The kitchen had everything we needed and the house was very nice. Finding the driveway was a bit tricky in the dark. Thank you for a welcoming place to call home while we were in town for a wedding. "
United States
Cathy
The price is CA $155
CA $386 total
includes taxes & fees
May 25 - May 26
- Fully-Equipped Condo - King Bed - Massive yard -

Game Room - Arcade & King Bed | LCP Collection

Game Room - Arcade & King Bed | LCP Collection
Streamwood
9.0 out of 10, Wonderful, (2 reviews)
"it is a nice & quiet home & area . host is nice & responds in a timely manner . "
United States
Ashley A.
The price is CA $271
CA $660 total
includes taxes & fees
May 25 - May 26
Game Room - Arcade & King Bed | LCP Collection

Spacious 3 Bedroom

Spacious 3 Bedroom
Cary
The price is CA $209
CA $502 total
includes taxes & fees
May 25 - May 26
Spacious 3 Bedroom

Sanctuary Woodland Guest House, located next to the conservation area!

Sanctuary Woodland Guest House, located next to the conservation area!
Harvard
10.0 out of 10, Exceptional, (25 reviews)
"The property is so cute and it was the perfect, quiet place to stay! The owner was super friendly as well!"
United States
Jamie S.
The price is CA $179
CA $264 total
includes taxes & fees
May 26 - May 27
Sanctuary Woodland Guest House, located next to the conservation area!

Kildahl House - Boutique Farmhouse Suite #2

Kildahl House - Boutique Farmhouse Suite #2
West Dundee
10.0 out of 10, Exceptional, (13 reviews)
"We enjoyed the property and the location."
United States
Matthew L.
The price is CA $288
CA $365 total
includes taxes & fees
Jun 7 - Jun 8
Kildahl House - Boutique Farmhouse Suite #2

124 Lofts #3 - Downtown Dundee - Walk to Dining

124 Lofts #3 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (22 reviews)
"We were in town visiting family and it was the perfect spot to stay for a day or two. We loved that it was right above a local cafe (which was also fantastic by the way!!), and the check-in/out process was a breeze! Owner was very communicative, would definitely stay here again!"
United States
Adamm I.
The price is CA $259
CA $327 total
includes taxes & fees
May 25 - May 26
124 Lofts #3 - Downtown Dundee - Walk to Dining

The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (51 reviews)
"I really enjoyed the place "
United States
Ahmed A.
The price is CA $190
CA $368 total
includes taxes & fees
May 26 - May 27
The Tailor House

- Beautiful Condo - King Bed - Free Waffle Breakfast -

- Beautiful Condo - King Bed - Free Waffle Breakfast -
Geneva
10.0 out of 10, Exceptional, (27 reviews)
"Host was kind, prompt with responses to inquiries, and provided all of the information needed. The property was clean, beautifully appointed, comfortable, private, and very roomy (Emerald Suite). Only stayed one night due to personal schedule, but would have enjoyed a full week in quaint Geneva, IL. Lovely town. Lots to do and see. Highly recommend this property."
United States
Ann K.
The price is CA $155
CA $386 total
includes taxes & fees
May 26 - May 27
- Beautiful Condo - King Bed - Free Waffle Breakfast -

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Geneva
9.4 out of 10, Exceptional, (25 reviews)
"Nice little apartment. We enjoyed our stay. We even enjoyed the setting area outside."
United States
Jerilynn L.
The price is CA $198
CA $462 total
includes taxes & fees
Jun 8 - Jun 9
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

Kildahl House - Boutique Farmhouse Suite #1

Kildahl House - Boutique Farmhouse Suite #1
West Dundee
9.8 out of 10, Exceptional, (14 reviews)
"Everything was as described, great location too! "
United States
Freddy M.
The price is CA $288
CA $365 total
includes taxes & fees
May 26 - May 27
Kildahl House - Boutique Farmhouse Suite #1

Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra

Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
Geneva
9.6 out of 10, Exceptional, (9 reviews)
"Very romantic getaway and me and my girlfriend felt like we belonged there! "
United States
Zachary G.
The price is CA $182
CA $447 total
includes taxes & fees
May 26 - May 27
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra

124 Lofts #1 - Downtown Dundee - Walk to Dining

124 Lofts #1 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (16 reviews)
"Great stay. The loft is situated in an area where it is easy to walk to interesting dining options and stroll the river walk."
United States
Angela D.
The price is CA $259
CA $327 total
includes taxes & fees
May 25 - May 26
124 Lofts #1 - Downtown Dundee - Walk to Dining

Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Geneva
9.4 out of 10, Exceptional, (33 reviews)
"The host was very welcoming "
United States
Karen B.
The price is CA $207
CA $496 total
includes taxes & fees
Jun 15 - Jun 16
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

The Main Event Game House on the Huntley Square!

The Main Event Game House on the Huntley Square!
Huntley
10.0 out of 10, Exceptional, (21 reviews)
"Our stay was very comfortable and the game room was great for our big family. The kids didn't want to leave and always ask about going back."
United States
BENJAMIN B.
The price is CA $189
CA $378 total
includes taxes & fees
May 26 - May 27
The Main Event Game House on the Huntley Square!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hampshire Hotel Reviews

Find out more about Hampshire

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hampshire. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Hampshire?

Yes, you can find vacation rentals close to well known sights in Hampshire, or you can choose a more remote option if you're looking for a relaxing stay. Hampshire is known for its restaurants.

What's the top vacation rental that Hampshire has to offer?

Riverfront rental: This vacation home near Hampshire is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Hampshire?

While exploring the area, visit family-friendly sights like Illinois Railway Museum, or get outside and enjoy nature at Elgin Sports Complex. Epic Air Trampoline Park and Algonquin Historic Village Hall are a couple of places you'll find in the larger area.

What are vacation rentals like in Hampshire?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Hampshire. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip.