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Search the Best Cabins in Crumpton

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Crumpton

A hotel with a beige facade, red brick accents, and a symmetrical design.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (973 reviews)
"This was a very well maintained place and the breakfast was really good."
United States
Amy
$103 nightly
The price is $115
Oct 4 - Oct 5
Total with taxes and fees
Comfort Inn & Suites Chestertown
A hotel entrance with a clear sky, a parking lot, and a brick building with a covered entrance.

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (486 reviews)
"Very nice hotel. Have stayed here every year for the Pirates and Wenches Festival in Rock Hall."
United States
Linda
$71 nightly
The price is $79
Sep 30 - Oct 1
Total with taxes and fees
Red Roof Inn & Suites Chestertown
A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

3. Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (27 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
$118 nightly
The price is $125
Sep 10 - Sep 11
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River
A row of motel rooms with stone walls and red doors.

4. Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (180 reviews)
"surprisingly, this place was nice, room was semi-clean. Man at counter was nice even though his tone seemed rough but overall he was just a nice man. Bed sheets were still dirty. the bed my daughter slept on had a small blood stain on it. There was little black stuff all over the bed but besides that it was quiet and thats what i needed"
United States
Vanesa
$64 nightly
The price is $70
Sep 7 - Sep 8
Total with taxes and fees
Driftwood Inn
A modern building with a covered entrance, stone pillars, and a parking lot with cars.

5. Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (726 reviews)
"I had a great stay I will be back"
United States
April
$91 nightly
The price is $101
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express & Suites Middletown by IHG
A Fairfield by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.

6. Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
3.0 star property
Middletown
9.2 out of 10, Wonderful, (429 reviews)
"Always a great place to stay"
United States
James
$119 nightly
The price is $132
Sep 20 - Sep 21
Total with taxes and fees
Fairfield Inn & Suites by Marriott Middletown
A large white tent with a peaked roof, surrounded by a grassy area and potted plants.

7. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very Good, (105 reviews)
"Everything was wonderful"
United States
Lynda
$122 nightly
The price is $135
Sep 8 - Sep 9
Total with taxes and fees
The Lodge at Great Oak Landing
A building with a balcony and large windows, surrounded by trees and a fence.

8. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (125 reviews)
"Exactly as advertised. Great room, clean and highly recommended. "
United States
S G.
$144 nightly
The price is $159
Sep 7 - Sep 8
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown
A hotel with a covered entrance, multiple windows, and a sign reading "Quality Inn."

9. Quality Inn Smyrna

Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1,002 reviews)
"The staff were warm, welcoming, and genuinely friendly from check-in to check-out. Room was clean and perfect for our extended stay while visiting family."
United States
Carolyn
$86 nightly
The price is $96
Oct 6 - Oct 7
Total with taxes and fees
Quality Inn Smyrna
A large, beige hotel with a flat roof and symmetrical facade, featuring a central entrance with a covered walkway.

10. Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (923 reviews)
"Wonderful"
United States
Ken
$100 nightly
The price is $111
Sep 27 - Sep 28
Total with taxes and fees
Hampton Inn Middletown
A two-story house with a front porch, a staircase, and a garage.

11. Studio Apartment 5 Miles from Dover in quiet town of Hartly w/Dollar Store

Studio Apartment 5 Miles from Dover in quiet town of Hartly w/Dollar Store
Hartly
$148 nightly
The price is $153
Sep 7 - Sep 8
Total with taxes and fees
Studio Apartment 5 Miles from Dover in quiet town of Hartly w/Dollar Store
A house with a blue door, a front porch, and a garden with various plants and flowers.

12. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

Cozy 1-bedroom in-law suite in lovely Chestertown with AC
Chestertown
$270 nightly
The price is $286
Oct 5 - Oct 6
Total with taxes and fees
Cozy 1-bedroom in-law suite in lovely Chestertown with AC
A brick building with a white door labeled 'OFFICE,' a fire extinguisher mounted on the wall, and two flower planters on the sidewalk.

13. Relax Inn Smyrna Dover Coastal Gateway

Relax Inn Smyrna Dover Coastal Gateway
2.0 star property
Smyrna
7.8 out of 10, Good, (112 reviews)
"Clean, great staff, and accessible parking."
United States
Ashley
$117 nightly
The price is $125
Sep 14 - Sep 15
Total with taxes and fees
Relax Inn Smyrna Dover Coastal Gateway
A rustic wooden barn with a red roof, surrounded by lush greenery and a wooden fence.

14. Secluded Cottage in Middle of Chestertown

Secluded Cottage in Middle of Chestertown
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again."
United States
Amy D.
$271 nightly
The price is $281
Sep 7 - Sep 8
Total with taxes and fees
Secluded Cottage in Middle of Chestertown
A two-story building with a ground-floor commercial space and upper residential units.

15. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful spot in the center of historical Chestertown,"
United States
Anonymous traveler
$319 nightly
The price is $352
Sep 7 - Sep 8
Total with taxes and fees
Newly restored apartment in the heart of Chestertown
An aerial view of a property with a large house surrounded by lush greenery, a driveway, and a road nearby.

16. Turtle Cove Room

Turtle Cove Room
Kent County
$160 nightly
The price is $174
Sep 7 - Sep 8
Total with taxes and fees
Turtle Cove Room
A two-story house with a large porch and a covered front porch area.

17. Beachcomber Suite

Beachcomber Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...
United States
Lisa E.
$181 nightly
The price is $196
Sep 14 - Sep 15
Total with taxes and fees
Beachcomber Suite
A two-story house with a porch, a chimney, and a flagpole.

18. Wren Retweet- Country Estate in Center of C’Town

Wren Retweet- Country Estate in Center of C’Town
Chestertown
10.0 out of 10, Exceptional, (75 reviews)
"Perfect location for exploring the cutest town. "
United States
Mandy D.
$478 nightly
The price is $497
Sep 7 - Sep 8
Total with taxes and fees
Wren Retweet- Country Estate in Center of C’Town
A large white barn with a star on the side, surrounded by a field of sunflowers, and a large house with a green roof in the background.

19. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (73 reviews)
"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"
United States
Christine
$200 nightly
The price is $223
Sep 13 - Sep 14
Total with taxes and fees
Inn at Huntingfield Creek
A two-story house with a blue exterior and a covered porch. There are two garage doors and a small outdoor seating area.

20. Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (26 reviews)
"Everything was lovely! The dock was beautiful and the accommodations were comfortable.Thanks!"
United States
Max G.
$286 nightly
The price is $316
Oct 4 - Oct 5
Total with taxes and fees
Waterfront Retreat with Private Dock and Beach
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 Crumpton Hotel Reviews

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

10/10 Excellent
"Vending machines were out of order, only ice machine was on first floor. Otherwise it was as expected for a red roof inn and last minute booking. Our neighbors had 4 young children that were very loud and running up and down the hallway when I first arrived but they were surprisingly calm later that evening so wasn’t an issue. Over all stay was fine and I accomplished what I came there for. Breakfast would be a huge plus and of they reopened the pool that’s been closed since Covid would certainly make for a much better review. Staff was amazing as always. Friendly and accommodating."
Linette 1-night trip
Posted 2 hours ago
Red Roof Inn & Suites Chestertown

Find out more about Crumpton

Crumpton Cabin Rentals information

Number of reviews
4,212
Accommodation
3 Cabin Rentals
Lowest Price
$70
Highest Price
$497

Frequently asked questions

What are the best cabins near Crumpton?
Vacation in one of our 32 cabins in Crumpton and be rewarded with spectacular scenery, outdoor adventure and memories you'll never forget. Cozy Cabin Happiness is the place to go for a relaxing getaway. Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay is another good choice if you're eager to spend time in nature.
Are there cheap cabins in Crumpton?
Whether you want to stay next to the water or up a mountain, we have an impressive range of cheap cabins in Crumpton to suit your budget and taste. Priced from $70 to $497 a night, your ideal cabin rental awaits you here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best family cabins near Crumpton?
Give your youngsters their best vacation yet in one of our Crumpton family cabins. Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay is a top choice. It comes with ample amenities to make you all feel comfy, including a meal delivery service and a travel crib. Or you can make some magic new memories together at Country Coziness - Lancaster County Private Cabin. A deck and a toaster are just some of the things you'll have at hand here.
What are the best hot tub cabins near Crumpton?
Take your Crumpton cabin escape to a new level of comfort by renting one with a hot tub. Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay comes with this fancy touch, along with a firepit and a spa tub. Or, spend a weekend or longer enjoying the hot tub at Cozy Cabin Happiness. Once you're feeling nice and limber, enjoy its other amenities such as a deck and a firepit.
What are the best cabins with pools near Crumpton?
Put on your swimsuit and enjoy a refreshing dip whenever you feel like it when you choose one of our cabin rentals with a pool near Crumpton. Country Coziness - Lancaster County Private Cabin ranks high among travelers. A swimming pool and a patio are among the other amenities you'll find here. Or you can catch up on some "me time" at Amazing Getaway: Enjoy Our Cozy Log Cabins On The Chesapeake Bay. As well as a pool, this cabin offers a swimming pool and a patio.
Can I find beach cabins near Crumpton?
Pack a few Hawaiian shirts and enjoy a slower pace of life at Cabin - Sun Retreats Cape May. This Crumpton beach cabin rental has amenities including children's activities and air conditioning. Lakefront Cabin Jersey Cape At Stbabs Grande Retreat also delivers a sun-soaked stay. Featuring on-site watersports and a swimming pool, it was made for easygoing days by the shore.
What are the best weekend cabin rentals in Crumpton?
Whether you're planning a mini break with your beloved or your entire family, we'll help you find an amazing weekend cabin getaway. One awesome example? Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. Featuring a patio and a firepit, you'll adore waking up in nature here. Country Coziness - Lancaster County Private Cabin is another terrific place where you can hit pause. Book a couple of nights at this retreat which offers a swimming pool and a patio.
What are the best cabin prices in Crumpton?
Whether you're traveling on a budget or want to indulge on your next trip away, you'll find what you're looking for with Expedia. At the moment, you can score a Crumpton cabin from $70 per night.
What are the highest-rated cabins in Crumpton?
Guests just keep returning to Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. This top-notch option offers a host of useful amenities like a patio and a firepit. It won't take you very long to see why Pet - Friendly Lakeview Cabin W is also a traveler favorite. Conveniences such as a patio and a firepit will help make your vacation the best one yet.
Why should I book a cabin in Crumpton?
For a travel experience that's big on charm, comfort and affordability, you can't beat a cabin. Ditch your city blues for the greenery of the wilderness. From adventurous days to restful nights curled up by the fireplace, cabins offer both relaxation and excitement. Check out the fantastic Crumpton options right here on Expedia.

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