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Chelsea Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Chelsea holiday rentals

Terrace/patio

1. Spacious family cabin with game room and backyard!

Spacious family cabin with game room and backyard!
Hanover
10.0 out of 10, Exceptional, (2 reviews)
"This was the perfect place for our girl's weekend! The place was super clean, cozy, and made for fun. The host was incredibly responsive and quickly jumped on the phone with me to help solve a check-in issue I had. Great and easy location to get to!"
United States
Brianna S.
The price is AU$865
includes taxes & fees
9 Sept - 10 Sept
Spacious family cabin with game room and backyard!
Outdoor dining

2. Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
10.0 out of 10, Exceptional, (17 reviews)
"The space was very clean and had everything we needed! It was so close to everything but in its own secluded spot at the same time. We loved our stay "
United States
MaKayla Q.
The price is AU$293
includes taxes & fees
1 Sept - 2 Sept
Modern cabin very close to scenic riverfront walks
Microwave, oven, stovetop, dishwasher

3. The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison

The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Hanover
9.2 out of 10, Wonderful, (5 reviews)
"It was lovely!"
United States
Carolyne R.
The price is AU$680
includes taxes & fees
2 Sept - 3 Sept
The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Outdoor dining

4. T&E Riverhouse Retreat

T&E Riverhouse Retreat
Hanover
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful view of the river! Nice location and easy to find. Highly recommend for a group getaway. "
United States
Beverly L.
The price is AU$579
includes taxes & fees
24 Aug - 25 Aug
T&E Riverhouse Retreat
Smart TV

5. The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover
9.6 out of 10, Exceptional, (48 reviews)
"It was great to have easy parking and available garage. The home was very pet and kid friendly. Super close to Hanover. Will stay here many times over in the future for visits. "
United States
Abby E.
The price is AU$354
includes taxes & fees
19 Aug - 20 Aug
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Property grounds

6. Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (16 reviews)
"Host was very accommodating and this place was perfect for a place to stay while visiting friends. Everything was very comfortable, especially the very soft bed!! "
United States
C J.
The price is AU$265
includes taxes & fees
15 Sept - 16 Sept
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Smart TV

7. The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Madison
10.0 out of 10, Exceptional, (44 reviews)
"Loved the whole place and all the little touches. It was super cozy and location wise is close to everything. We will definitely be stay again. "
United States
Hannah S.
The price is AU$302
includes taxes & fees
18 Aug - 19 Aug
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Pool

8. #209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison
10.0 out of 10, Exceptional, (71 reviews)
"The house was clean, comfortable, and had everything we needed. The location was great; very close to restaurants and shops on Main Street as well as the parks by the river. "
United States
Hannah M.
The price is AU$561
includes taxes & fees
17 Aug - 18 Aug
#209 Kings, River View, Deck, Bicentennial Park
Interior

9. Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Madison
10.0 out of 10, Exceptional, (4 reviews)
"Excellent location, nice deck and spa. Comfy bed large space."
United States
Zoey S.
The price is AU$254
includes taxes & fees
1 Sept - 2 Sept
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Terrace/patio

10. "Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8

"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
Madison
9.6 out of 10, Exceptional, (14 reviews)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
United States
Howard B.
The price is AU$516
includes taxes & fees
26 Aug - 27 Aug
"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
Terrace/patio

11. Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16

Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16
Madison
10.0 out of 10, Exceptional, (2 reviews)
"Great house. Quiet location. Easy walk to main street resturanrs and shops."
United States
christine g.
The price is AU$1,028
includes taxes & fees
17 Aug - 18 Aug
Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16
Terrace/patio

12. "Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Madison
10.0 out of 10, Exceptional, (21 reviews)
"we had a good time. enjoyed our visit"
United States
Douglas S.
The price is AU$512
includes taxes & fees
26 Aug - 27 Aug
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Exterior

13. Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River

Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
Madison
The price is AU$331
includes taxes & fees
17 Aug - 18 Aug
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
Microwave, oven, stovetop, dishwasher

14. The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
Madison
9.8 out of 10, Exceptional, (23 reviews)
"Great stay and beautiful house. The location was really outstanding and many restaurants, boutiques, and coffee shops were within walking distance. "
United States
Stephanie B.
The price is AU$653
includes taxes & fees
30 Aug - 31 Aug
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
Exterior

15. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (39 reviews)
"Very nice house and convenient to downtown, etc. If you stay here you definitely won’t be disappointed."
United States
Shirley L.
The price is AU$343
includes taxes & fees
24 Aug - 25 Aug
The Artist’s A-Frame
Living area

16. The Raven, a unique Edgar Allan Poe inspired Gothic themed home

The Raven, a unique Edgar Allan Poe inspired Gothic themed home
Madison
10.0 out of 10, Exceptional, (6 reviews)
The price is AU$545
includes taxes & fees
17 Aug - 18 Aug
The Raven, a unique Edgar Allan Poe inspired Gothic themed home
Exterior detail

17. The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
Madison
9.8 out of 10, Exceptional, (21 reviews)
"Our room was so cute and perfect for a couple. We loved it! The location was perfect as well!"
United States
Stee
The price is AU$201
includes taxes & fees
24 Aug - 25 Aug
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
Smart TV

18. Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Madison
9.8 out of 10, Exceptional, (71 reviews)
"Great house just outside of historic Madison. Easy access to the river . Home is beautifully decorated and great place for a getaway. Many shops to visit in Madison ."
United States
John H.
The price is AU$325
includes taxes & fees
23 Aug - 24 Aug
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Exterior detail

19. The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
Madison
10.0 out of 10, Exceptional, (11 reviews)
"We enjoyed our visit and would recommend to others looking for a convenient location and comfortable stay."
United States
Renee M.
The price is AU$212
includes taxes & fees
14 Sept - 15 Sept
The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
Exterior detail

20. The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205

The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205
Madison
9.8 out of 10, Exceptional, (7 reviews)
"Cozy, peaceful, wonderful with great location. "
United Kingdom
Ed E.
The price is AU$302
includes taxes & fees
14 Sept - 15 Sept
The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205
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

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

10/10 Excellent
"Laurel, the host was very kind! The first night we stayed there we had a storm. She messaged me the next morning to make sure that we were ok! I loved the location and the walking trails and creek behind us!"
Lacey W. 2-night trip
Posted 2 days ago
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

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, 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 favourite 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 depend 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 AU$171 per night. Entering your travel dates in the search wizard might find you 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?

The Wadsworth in National Historic District of Madison, Indiana. : This holiday home rental outside of Chelsea is located on a river, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

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 Hardy Lake. In the wider area, you’ll find Clifty Falls State Park and Lanier Mansion.

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.