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Whimstay Reviews 

516
TrustScore 4.5 out of 5

4.5

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Review summary

Created with AI, based on recent reviews

Evaluating 170 reviews, reviewers overwhelmingly had a great experience with this company. Customers consistently praise the excellent locations and the easy booking process, often finding great deals and affordable prices. Many people highlight the outstanding customer service and the helpful, accommodating staff, appreciating their quick responses and proactive communication. However, some customers noted issues with customer service, reporting difficulties reaching live assistance, unhelpful responses, or problems with refunds and cancellations. A few also felt that property details were not always clearly disclosed, leading to issues like double bookings, unclear parking, or units not matching expectations. Additionally, some reviewers mentioned unexpected charges or pricing clarity problems after booking.

What people talk about most

Location

Consumers consistently express high satisfaction with the location, often describing it as great, perfect,... See more

Booking process

Reviewers mention positive feedback about the booking process, often describing it as easy, straightforward,... See more

Customer service

Users describe positive interactions with customer service, highlighting excellent communication and... See more

Price

People report positive experiences with price, often finding great deals and affordable options that are... See more

Staff

Customers had positive experiences with staff, frequently highlighting their helpfulness, kindness, and... See more

Reviews shaping this summary

Rated 5 out of 5 stars

The Scarritt Bennett campus is very unique and beautiful. We enjoyed just walking around the buildings and looking at the architecture. The neighborhood is very nice. Communication with the host was e... See more

Rated 5 out of 5 stars

Our stay was wonderful! Whimstay saved us money on our stay which is always nice especially when it’s last minute. They were also quick to resolve any issues we had and answered any questions we had q... See more

Rated 5 out of 5 stars

I made a booking on whimstay for a last minute trip to Montreal which was cancelled after I made my booking. I immediately reached out to Whimstay and I must commend Tyler as his feedback and handling... See more

Company replied

Rated 5 out of 5 stars

The WHIMSTAY experience was awesome. Easy booking, great customer service and best of all..great price and great place. Our place in Chandler , AZ was top notch. We will most definitely be using WHIM... See more

Company replied


Company details

  1. Vacation rental
  2. Beach Resort
  3. Cottage
  4. Mountain cabin
  5. Pet Friendly Accommodation
  6. Holiday home letting agency

About Whimstay

Written by the company

Meet your secret weapon for last-minute getaways.

Whimstay makes booking vacation rentals feel easy and rewarding. We offer better prices, better service, and smarter timing—on the same homes you’ll find on Airbnb and Vrbo. With built-in price comparisons on every listing, you can see exactly how much you’re saving. On average, Whimstay travelers save 25 percent, or over $200 per trip.

And when plans change or questions come up, our customer support team is here to help. No bots, no runaround—just real people who care about your trip as much as you do.

We partner with top property managers to offer exclusive deals across the U.S., Canada, Mexico, the Caribbean, and now Europe. From cozy cabins to beachside villas, our growing portfolio is built for travelers who embrace spontaneity but never settle on quality.

Book confidently. Save instantly. Travel better.

Visit whimstay.com

We Believe In

Written by the company

Great Deals on Great Stays
Last-minute doesn’t mean settling for less. We hunt down incredible vacation rentals at prices that make spontaneous getaways actually doable.
People First, Always
Whether you’re a traveler looking for your next adventure or a host welcoming guests, we’ve got your back. Real support from real people who actually care about your experience.
See for Yourself
We show you exactly how much you’ll save compared to Airbnb and VRBO, right there on the same page. No hunting around different sites to compare: we do the work so you can see the savings upfront.

Contact info

Promotion box for Whimstay

Same Stays, Better Rates.

Whimstay has the same properties you love on Airbnb and Vrbo, for less

4.5

Excellent

TrustScore 4.5 out of 5

516 reviews

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Asks customers to review

This company invites their customers to review, whether positive or negative

Replied to 93% of negative reviews

Typically replies within 1 week

How this company uses Trustpilot

See how their reviews and ratings are sourced, scored, and moderated.

4.5

All reviews

(516)

168 reviews in the last 12 months

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Companies on Trustpilot aren't allowed to offer incentives or pay to hide reviews. Reviews are the opinions of individual users and not of Trustpilot. Read more

Rated 5 out of 5 stars

Perfect place!

Check in was easy. Glad there was always someone in the lobby checking in on me. The place was nice and clean and in a perfect location for me right in between the loop and the west loop.

18 April 2026
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Reply from Whimstay

Glad you found a great spot in Chicago. Always nice having someone on-site to help!

Rated 5 out of 5 stars

Had an easy time contacting the…

Had an easy time contacting the support, and they handled my issues quickly.

4 April 2026
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Reply from Whimstay

Glad reaching your host was easy and we could get things sorted fast. Always here if anything else comes up.

Rated 5 out of 5 stars

We were able to book only a week out…

We were able to book only a week out from our trip and the condo was even better than it looked in the pictures.

1 April 2026
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Reply from Whimstay

Can't beat a last-minute find that's even better in person. Thanks for booking with Whimstay!

Rated 5 out of 5 stars

Checking in was easy

Checking in was easy, the place was clean, the space quiet, calm and safe, the bed very comfy!

6 April 2026
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Reply from Whimstay

Sounds like the kind of stay we love hearing about. Easy check-in, quiet space, comfy bed. Thanks for booking with Whimstay!

Rated 3 out of 5 stars

Lower price on rental, friendly helpful customer support, clunky communication

I appreciate that I think this platform may offer lower prices than other room share sites, and I will say, both times I spoke to a representative they were extremely kind and friendly. The system itself is a bit clunky however, I never knew if I was emailing my host or whimstay or both, due to there not being an app it was all through email too, and as we all know emails can be missed, sent to spam. I would likely use the platform again, but it’s definitely not without its bugs to work out.

7 April 2026
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Reply from Whimstay

Thanks for the honest review. That "am I emailing my host or Whimstay?" confusion is fair, and we want to make it clearer. Glad the team treated you well and the prices held up. We'd love to have you book again.

Rated 5 out of 5 stars

Wonderful location

Wonderful location, easy to book, great customer service

24 March 2026
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Reply from Whimstay

Glad it all came together. Thanks for booking with Whimstay!

Rated 5 out of 5 stars

Lower Rates, Easy to get Ahold of - Smooth Experience!

I had never used Whimstay before, but we needed to book a place relatively quickly for 3, and their price was quite a bit less than VRBO/ AirBnB. They were really easy to get ahold of, quick to answer me, and pleasant to deal with. The place and the price worked out really well for us. I have only good things to say. Thank you!

22 March 2026
Rated 4 out of 5 stars

Accommodation is clean

Accommodation is clean, compact and fully equipped as described. Choice of restaurants, parks and public transport nearby.
Main bedroom is on the road side so it could be noisy from the traffic. Access could do with some vacuuming and more security as both door to the road and the one at the top of the stairs were unlocked.

11 March 2026
Rated 5 out of 5 stars

True Price

Price without added fees, ease of reserving with short notice.

5 March 2026
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Reply from Whimstay

No surprises at checkout is how it should be! Glad we could help with your last-minute booking.

Rated 5 out of 5 stars

Location was wonderful

Location was wonderful. Right in the heart of the theater district, a few blocks from MOMA. Lots of nearby restaurants and gelato shop. Had all we needed with 2 bedrooms, equipped kitchen.

10 March 2026
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Reply from Whimstay

Sounds like the perfect setup! Glad you found a great spot in the middle of it all. Thanks for booking with Whimstay!

Rated 5 out of 5 stars

Booking through Whimstay…

The process to book a unit on Whimstay was very easy. Communication was great and the process from the time I checked in until I checked out was seamless. The space I booked was well maintained and allowed quiet work while not at the convention. I will book through Whimstay for my next trip

9 March 2026
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Reply from Whimstay

Glad we could help you find a quiet spot to get some work done between convention time! Thanks for booking with us!

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