Carriage House Hideaway in Middle of Chestertown

Iron/ironing board, travel crib, free WiFi, bed sheets

Fridge, microwave, coffee/tea maker, electric kettle

10.0 / 10.0

Outstanding(85 Ratings)

Apartment in Chestertown, MD

2 guests · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating

Free cancellationFull refund if you change your mind

Great for petsBring all your friends and family, even the furry ones

About this apartment rental

Escape to a secluded, romantic studio getaway in the middle of Chestertown. Private parking, and over an acre of gardens to call your own. Totally private with views of nature all around, this is the perfect place to relax in front of the fireplace. (Electric, but very cozy and realistic.)
Kitchenette has extra large toaster oven, (can cook pizza and roast chicken), 2 burner hot plate, microwave, refrigerator, and coffee maker.
Comfortable queen bed, kitchenette, and washer dryer.

Amenities

Air conditioner

Pets allowed

Kitchen or Kitchenette

Internet / Wifi

Parking

Laundry

Garden

Map of Chestertown, MD

Nearby attractions

The Walters Art Museum

48.2 mi

Fort McHenry National Monument and Historic Shrine

44.6 mi

$$$$

Carriage House Hideaway in Middle of Chestertown

$$$$

10.0 / 10.0

Outstanding(85 Ratings)

Apartment in Chestertown, MD

2 guests · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating

Free cancellationFull refund if you change your mind

Great for petsBring all your friends and family, even the furry ones

About this apartment rental

Amenities

Air conditioner

Pets allowed

Kitchen or Kitchenette

Internet / Wifi

Parking

Laundry

Garden

Map of Chestertown, MD

Nearby attractions

The Walters Art Museum

48.2 mi

Fort McHenry National Monument and Historic Shrine

44.6 mi

Ratings and reviews

10.0 / 10.0

Outstanding(85 Ratings)

10.0 / 10.0

Aug 2024

Beautiful home in quiet neighborhood. Homes was in excellent condition. The host answer my call when I had a question. I recommend them to everyone.

10.0 / 10.0

May 2024

Bob and Beth's apartment was absolutely perfect for us. It was the cleanest VRBO that we have ever stayed in. All of the amenities were above and beyond what we expected. The apartment is in a great location and walkable into town and the WC campus. We will definitely stay again when we come back to town.

10.0 / 10.0

Apr 2024

Two great days in Chestertown

10.0 / 10.0

Apr 2024

Absolutely love staying here for the charm of a private, spacious studio in a great location. Easily walk to town but yet quiet. Unit was clean and very comfortable!

10.0 / 10.0

Jan 2024

Our stay at Beth and Bob’s carriage house was delightful. The location is perfect. The parking is convenient. The accommodations are perfect. Very comfortable for two. The hosts were very gracious. They allowed us to check in early and offered that we could stay beyond the checkout time. Also, the process for locating the carriage house and parking, and finalizing at the end was very easy and well explained. We love Chestertown and Beth & Bob’s place, so we’ll be back for sure!

10.0 / 10.0

Dec 2023

The property was clean and comfortable. It was a very short walk to town and I appreciated the reserved off street parking spot right behind the carriage house. The owners were very responsive and friendly. I would definitely stay again!

10.0 / 10.0

Nov 2023

Perfect. Lively grounds, close proximity to town and a beautiful comfortable place to unwind.

10.0 / 10.0

Oct 2023

Nice efficiency apartment above a garage. Easy access and walkable to restaurants and shops.

10.0 / 10.0

Oct 2023

I adore this charming carriage house. It's a tranquil slice of paradise tucked away on a quiet dead end street, yet just a short stroll, a block and a half away, from all the vibrant shops and restaurants in Chestertown. You can reach the waterfront in just a leisurely 10-minute walk. We found everything we required readily available, and Beth was incredibly supportive, promptly addressing any questions we had. Our aspiration is for the Owl Tree Carriage House to become our cherished retreat during our stays in Chestertown.

10.0 / 10.0

Oct 2023

great location and really nice property

10.0 / 10.0

Oct 2023

We had a wonderful stay here! We were in town from NYC for a friend’s wedding and we are happy we picked this spot. The place was spacious, very open and fit the two of us well. It was perfectly located an easy walk to town. It was rainy all weekend so we didn’t get to explore the grounds, but they looked lovely! The kitchen was very well stocked. The hosts were informative, kind and easy to communicate with. We will recommend this place to our many family and friends in the DC area looking for a weekend out of the city and we hope to come back! Wouldn’t hesitate to book again!

10.0 / 10.0

Oct 2023

We truly appreciated all the tips and assistance that our host provided! Great location- able to walk into town, along the river and to WAC. It is a perfect and private carriage house with all the extra available!!

10.0 / 10.0

Sep 2023

Great stay in downtown Chestertown! I've stayed several times now and will be back again another time. Walk everywhere in town and the kitchen has every gadget you'll need. Great communication / easy access / and comfy!

10.0 / 10.0

Sep 2023

Lovely carriage house room for the weekend

10.0 / 10.0

Aug 2023

Second stay here this year. It’s becoming our eastern shore home away from home.

10.0 / 10.0

Aug 2023

Wonderful place for my wife and I visiting our son at Washington College

8.0 / 10.0

Aug 2023

This is the second time we’ve stayed here. I wish we weren’t so busy and just running in and out, as the property is beautiful. I wish we had more time to enjoy it. Thank you for another lovely stay.

10.0 / 10.0

Aug 2023

Just what we needed...

10.0 / 10.0

Jul 2023

A cute studio that had everything, plus walking distance to historic and shopping areas. I would stay there again!

10.0 / 10.0

Jul 2023

Very cozy upstairs studio just off High Street. Well appointed and stocked. I highly recommend it.

10.0 / 10.0

Jul 2023

Close to town, easy to get to, clean and tastefully appointed suite, awesome hosts. It truly does not get any better than this!!

10.0 / 10.0

Jun 2023

We love this property. Friendly owners, great amenities, walking distance to you downtown. We would stay here again in a heartbeat.

10.0 / 10.0

May 2023

Fantastic location, gorgeous space, and great host!

10.0 / 10.0

May 2023

Lovely stay.

10.0 / 10.0

May 2023

Love this location - walk to town or the college. Plenty of room for a couple and the yard looks so inviting I hope to relax there on a future visit. I appreciate the fact there’s no 2 night minimum as we visit Chestertown a lot and can’t always stay the entire weekend. Hosts were so nice when we met them - looking forward to staying here again!

10.0 / 10.0

May 2023

We thoroughly enjoyed our stay. The grounds were so lovely-park like, natural, and so beautiful! The carriage house was cozy, yet so efficient and the hosts went out of their way to provide EVERYTHING we could possibly need or hope to have! There were so many special touches ( even fresh flowers from the garden and a welcome beverage) that were unexpected but so appreciated. We are already planning to visit next year- and to stay longer since one night was not enough for us to explore Chestertown. Location was incredible- in the historic district which was great for walking and exploring. The location was so quiet and secluded . Our sometimes anxious pup slept soundly in his bed after exploring all afternoon and declaring Chestertown the most pet friendly place ever! We tended to agree with him and also slept soundly on the very comfortable bed! Thanks so much to the hosts - best stay for us- ever!

10.0 / 10.0

Apr 2023

The property had everything we needed. The garden was lovely and in its full springtime beauty. Would definitely stay again.

10.0 / 10.0

Apr 2023

What a gem! A beautiful property - well stocked with everything you might need or want. The owners were wonderful! We enjoyed our stay immensely! Thank you!

10.0 / 10.0

Apr 2023

what a beautiful and charming cottage. The gardens are to die for. A return trip is high on my list. Joe

10.0 / 10.0

Apr 2023

Loved this little gem in town! We only stayed one night but it has everything you need. Very spacious / bed was comfy / walk into town or to the college. We’ll stay here again for sure !

10.0 / 10.0

Mar 2023

Just one night in this spacious, warm and charming carriage house studio was not enough. Great location convenient to shops and restaurants, as well as Washington College. Well appointed with everything you could need to cook, if you wanted to. Would definitely stay again!

10.0 / 10.0

Feb 2023

Very communicative and helpful host. The property was delightful. The town is quiet so pay attention to when services and restaurants are open and closed. I’d stay here again.

10.0 / 10.0

Feb 2023

Great place for an overnight stay in Chestertown. It was quiet but downtown. We were in town for a class at the Eastern Shore Food Lab. It's a just a short pleasant walk.

10.0 / 10.0

Feb 2023

We spent 4 nights here. It is everything it’s advertised to be and more. Fully equipped kitchen, sparkling clean linens, in fact sparkling clean unit. The garden area, even in February was a beautiful area to just sit and soak up the peace. Owner is responsive, friendly, kind. We easily walked the two blocks to High St to shop and eat. Be there on Saturdays for the Winter Farmers Market! Short walk down to the river. The fireplace in the unit heats up fast as does the thermostat controlled heating. Internet and cell service was never an issue. If you do have any ambulatory problems, it’s a long steep staircase from the entry up to the unit itself. Not a problem for us (67 yrs old). We’d most happily book this again!

10.0 / 10.0

Dec 2022

Most beautiful and quaint carriage house. My stay was in December and it was beautifully decorated for the season. Upon arrival the fireplace was so warm and inviting. Fully stocked with beautiful china, all cookware, towels, etc.. And the most comfortable bed imaginable. I will definitely be returning. Also friends that visited were interested in booking for future guest. More than 5 stars.

10.0 / 10.0

Dec 2022

I can't say enough of how great the property is; the house and furnishings are beautiful! Rate it 5 stars +++++!

10.0 / 10.0

Dec 2022

Ideal accommodation to experience the charm of Chestertown. Very private and quiet. Cell (data) service in the town is very poor. We enjoyed our stay.

10.0 / 10.0

Nov 2022

Everything we needed and more! Loved this carriage house and a perfect spot to walk to the farmer’s market on the morning.

10.0 / 10.0

Nov 2022

The carriage house was the perfect place for my husband and me to spend the night while visiting our son at Washington College. The bed was super comfortable and the antique furnishings were beautiful. I loved relaxing next to the fireplace. The hosts provided cozy blankets and lots of homey touches.

10.0 / 10.0

Nov 2022

Walk through a secluded garden up into a bright, cozy space with everything you need.

FAQs

How much does this apartment cost compared to others in Chestertown?

The average price for a rental in Chestertown is $292 per night. This rental is $33 less expensive than the average.

Is parking included with this apartment?

Yes, parking is listed as an amenity at Carriage House Hideaway in Middle of Chestertown. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

Is Carriage House Hideaway in Middle of Chestertown pet friendly?

Yes! This apartment is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Carriage House Hideaway in Middle of Chestertown?

We found 8 amenities for this rental. This includes air conditioner, pets allowed, kitchen or kitchenette, internet / wifi, and parking.

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2 queen beds

Pets allowed · Kitchen or Kitchenette · Air conditioner

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$$$$

Carriage House Hideaway in Middle of Chestertown

Apartment in Chestertown, MD

Reasons to book

About this apartment rental

Amenities

Map of Chestertown, MD

Nearby attractions

Carriage House Hideaway in Middle of Chestertown

Apartment in Chestertown, MD

Reasons to book

About this apartment rental

Amenities

Map of Chestertown, MD

Nearby attractions

Ratings and reviews

FAQs

How much does this apartment cost compared to others in Chestertown?

Is parking included with this apartment?

Is there a pool at this apartment?

Is Carriage House Hideaway in Middle of Chestertown pet friendly?

What amenities are available at Carriage House Hideaway in Middle of Chestertown?

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