Holiday Rentals in Chelsea

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Holiday Rentals in Chelsea

Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
9.8 out of 10, Exceptional, (8)
"Super comfortable, clean little apartment in a quiet area off the main strip. We loved out stay!"
United States
Courtney G.
The price is €101
includes taxes & fees
24 Nov - 25 Nov
Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
9.8 out of 10, Exceptional, (58)
"Came to the area for a funeral. Worked out great for our needs. Alecia was quick to respond any time we called. Enjoyed it. "
United Kingdom
Clyde C.
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
Emerald Lake Retreat Charlestown
10.0 out of 10, Exceptional, (2)
"This a great place for families to gather. It's very spacious and clean and comfortable. And though it's in a quiet and peaceful area with a small lake at the base of the property, places to eat and get groceries are just a short drive away. There's a wonderful seating area around a firepit, too!"
United States
Kelly P.
Emerald Lake Retreat Charlestown
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
9.8 out of 10, Exceptional, (44)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
United States
Paul W.
The price is €197
includes taxes & fees
30 Oct - 31 Oct
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
10.0 out of 10, Exceptional, (11)
"The property was clean and quiet. Great location in a nice residential neighborhood. Very close to Charlestown State Park where we did some hiking."
United States
Chris S.
The price is €130
includes taxes & fees
30 Oct - 31 Oct
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Pendleton, KY Farm in Oldham Co
10.0 out of 10, Exceptional, (4)
"The house was perfect for our group of 8. Very clean, great gathering space inside and out and well maintained. Highly recommended! Thanks Betty!"
United States
Scott B.
The price is €831
includes taxes & fees
30 Oct - 31 Oct
Pendleton, KY Farm in Oldham Co
Heated pool+hot tub | Family mystery game getaway
10.0 out of 10, Exceptional, (17)
"The property was great! Everything the host said it was and more!"
United States
Adam B.
Heated pool+hot tub | Family mystery game getaway
Modern Nature Cabin | Private Escape in the Forest
9.8 out of 10, Exceptional, (6)
"Very nice place, the hike to the falls was pretty neat as well. Close to everything, yet still secluded. "
United States
Nicole C.
The price is €190
includes taxes & fees
30 Oct - 31 Oct
Modern Nature Cabin | Private Escape in the Forest
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
10.0 out of 10, Exceptional, (151)
"Had a group of friends stay for a weekend trip, property is well maintained and has fantastic amenities. "
United States
Taylor M.
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
East Main Lofts - Coastal 201
9.8 out of 10, Exceptional, (9)
"This was a perfect spot for us for a long weekend stay. The place was very clean and the host had great instructions/recommendations etc. "
United States
Missy R.
East Main Lofts - Coastal 201
Sleeps 4, Rustic, Secluded
8.0 out of 10, Very good, (3)
"The cabin and property were very clean and easy to find. We loved the back yard for chilling around after we got back from the event we were attending. Host was very friendly and had good communication. Will stay again if we are back in the area! "
United States
Nicole C.
The price is €205
includes taxes & fees
30 Oct - 31 Oct
Sleeps 4, Rustic, Secluded
Country home with beautiful views and access to hiking, biking, and horse trails
10.0 out of 10, Exceptional, (25)
"Can’t say enough good things about this place!"
United States
Christal C.
The price is €241
includes taxes & fees
29 Nov - 30 Nov
Country home with beautiful views and access to hiking, biking, and horse trails
The Artist’s A-Frame
10.0 out of 10, Exceptional, (24)
"It was an amazingly simple and great experience from booking to leaving. We spent less then 12 hours there but will definitely book again!!"
United States
Colleen R.
The price is €216
includes taxes & fees
2 Nov - 3 Nov
The Artist’s A-Frame
Private 1 BR Home with Hot Tub,Firepit & 5 min to dwtn
10.0 out of 10, Exceptional, (14)
"This cottage was the perfect, private getaway for two! It was clean, cozy, and peaceful both inside and outside! The hot tub was great after a full day of hiking. "
United States
Mikayla S.
The price is €292
includes taxes & fees
30 Oct - 31 Oct
Private 1 BR Home with Hot Tub,Firepit & 5 min to dwtn
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
9.8 out of 10, Exceptional, (32)
"The house was clean, great location. Would stay again"
United States
Kelly R.
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
East Main Lofts -Roller Rink 301
10.0 out of 10, Exceptional, (7)
"Beautiful place that great for large groups! We had six team members stay here very comfortably, plus had a team dinner for 10. Lots of room to work and relax both individually and collectively. Close to everything Madison has to offer and super responsive host!"
United States
Michelle C.
East Main Lofts -Roller Rink 301
Cozy Tiny House in Scottsburg
10.0 out of 10, Exceptional, (1)
"Cute, clean, and comfortable stay! Great communication with host! "
United States
Teresa B.
The price is €133
includes taxes & fees
2 Nov - 3 Nov
Cozy Tiny House in Scottsburg
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill
10.0 out of 10, Exceptional, (12)
"Madison Manor II was perfect for our annual girls trip. We were comfortable, location was great, the home was very clean."
United States
Carissa N.
The price is €317
includes taxes & fees
30 Oct - 31 Oct
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
2.0 star property
10.0 out of 10, Exceptional, (12)
"Really enjoyed our stay. Super easy to find, plenty of parking. Walking distance of the shops. 10/10 would stay again."
United States
1969matty
The price is €148
includes taxes & fees
30 Oct - 31 Oct
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Relaxing 7- bedroom Retreat Center at Englishton Park. 250 acres, hiking trails
10.0 out of 10, Exceptional, (1)
"My partner and I hoped for a peaceful getaway to hike and chose this place. As soon as we drove in, it seemed like nothing we’d quite seen. It’s walled like a park with an expansive front yard area, but it’s private. There are really cute old buildings. It was like we had the place to ourselves. There’s a kitchen and plenty of room in the sleeping building. Things were really clean and nice with a coffee welcome tray. Took a walk up to a little lake, and then hiked into the woods -...
United States
T D.
The price is €687
includes taxes & fees
3 Nov - 4 Nov
Relaxing 7- bedroom Retreat Center at Englishton Park. 250 acres, hiking trails
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 Chelsea Hotel Reviews

Find out more about Chelsea

Everything you need to know about Chelsea holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chelsea holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chelsea holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chelsea holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chelsea. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chelsea holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chelsea holiday rentals we have selected for you start as low as €101 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chelsea rentals

At Expedia, we put the best Chelsea holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chelsea rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chelsea holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chelsea. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Chelsea?

Yes, there are holiday rentals close to the most popular sights in Chelsea, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chelsea has to offer?

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!: This holiday home rental outside of Chelsea offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in Chelsea?

Explore the area and family-friendly sights such as Madison Railroad Station Museum, or get out into nature at a spot like Linza Graham Park. In the wider area, you’ll find Clifty Falls State Park and Lanthier Winery.

What’s a holiday rental in Chelsea like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chelsea. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.