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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Castlewood holiday rentals

A house with a wooden dock leading to a stone pier.

1. Lake Poinsett Waterfront Property

Lake Poinsett Waterfront Property
Castlewood
10.0 out of 10, Exceptional, (1 review)
"We loved the this rental! Devon was quick to communication and very accommodating! House was very clean, had everything we needed! We loved the location and how close to the water we were!"
United States
Alexa
The price is £279
includes taxes & fees
21 Oct - 22 Oct
Lake Poinsett Waterfront Property
A living room with a TV, wooden door, and a small table with a chair.

2. Cozy 1-bedroom apartment in delightful Arlington

Cozy 1-bedroom apartment in delightful Arlington
Arlington
9.8 out of 10, Exceptional, (6 reviews)
"Perfact for our short stay...close to main street."
United States
Wanda H.
The price is £104
includes taxes & fees
26 Oct - 27 Oct
Cozy 1-bedroom apartment in delightful Arlington
A two-story house with a deck and a staircase leading to the entrance.

3. Cozy beach front lake cabin with hot tub!

Cozy beach front lake cabin with hot tub!
Lake norden
8.0 out of 10, Very good, (16 reviews)
"Nice place. A little older, but neat as a pin and comfortably fit our group of 8. Very large kitchen and MASSIVE deck which gave excellent views of lake. We went over 4th of July and lake was incredibly busy that weekend. They had a fun boat parade across the lake on the 4th. The lake quieted down considerably after the 4th and it was nice. Caught walley off the dock"
United States
Chris G.
The price is £323
includes taxes & fees
21 Oct - 22 Oct
Cozy beach front lake cabin with hot tub!
A hot tub on a wooden deck with a view of the water.

4. Private Sauna, Hot Tub, Beach – Lake Poinsett

Private Sauna, Hot Tub, Beach – Lake Poinsett
Lake Norden
9.4 out of 10, Exceptional, (69 reviews)
"The cabin was perfect! The deck looking out on the lake with the breeze in the afternoon was truly amazing. We didn't use the sauna, but the hot tub felt great! Refreshing after a 4 hour drive! Will definitely book again"
United States
Lucy H.
The price is £310
includes taxes & fees
28 Oct - 29 Oct
Private Sauna, Hot Tub, Beach – Lake Poinsett
A hot tub on a wooden deck with a view of the water.

5. Private Sauna, Hot Tub, Beach Lake Poinsett

Private Sauna, Hot Tub, Beach Lake Poinsett
3.0 star property
Lake Norden
The price is £309
includes taxes & fees
26 Oct - 27 Oct
Private Sauna, Hot Tub, Beach Lake Poinsett
A house with a porch, a staircase leading to the entrance, and various potted plants.

6. 2-bedroom Sleeping Rooms in fantastic Watertown SD with WiFi, AC

2-bedroom Sleeping Rooms in fantastic Watertown SD with WiFi, AC
Watertown
9.4 out of 10, Exceptional, (6 reviews)
"Perfect spot for a quick overnight stay!"
United States
Tracy S.
The price is £131
includes taxes & fees
2 Nov - 3 Nov
2-bedroom Sleeping Rooms in fantastic Watertown SD with WiFi, AC
A modern outdoor patio with a fire pit, a covered seating area, and a wooden fence.

7. Modern farmhouse oasis. - horses welcome

Modern farmhouse oasis. - horses welcome
Watertown
10.0 out of 10, Exceptional, (32 reviews)
"Kelly was awesome to work with. The front door keypad took a dump on them, which happens as it is a mechanical device & within 10 minutes their maintenance man was there. It couldn’t be fixed as it was more than just batteries, therefore a work around was figured out that was better than using the front door!!!! The place was clean, quiet & spacious. The kitchen is very well stocked for preparing all types of meals. it was just as advertised & we would gladly come back!!!"
United States
butch w.
The price is £337
includes taxes & fees
1 Nov - 2 Nov
Modern farmhouse oasis. - horses welcome
A spacious living room with a large flat-screen TV, multiple seating options including a recliner and two sofas, and a wooden entertainment center.

8. Perfect 4-bedroom building. Perfect for your next hunting or fishing adventure.

Perfect 4-bedroom building. Perfect for your next hunting or fishing adventure.
Bryant
9.4 out of 10, Exceptional, (3 reviews)
"Wonderful place for anyone looking to hunt and fish in the area!"
United States
Lowell S.
The price is £250
includes taxes & fees
14 Nov - 15 Nov
Perfect 4-bedroom building. Perfect for your next hunting or fishing adventure.
An outdoor patio with stone flooring, metal chairs, and benches, surrounded by trees and a grassy field.

9. 5 BR/2.5 BA Hunting & Fishing Lodge

5 BR/2.5 BA Hunting & Fishing Lodge
Watertown
10.0 out of 10, Exceptional, (79 reviews)
"This a great place to stay. Very clean, roomy, and well set up for a big group!"
United States
Cody P.
The price is £506
includes taxes & fees
29 Oct - 30 Oct
5 BR/2.5 BA Hunting & Fishing Lodge
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 Castlewood Hotel Reviews

Dakota Sioux Casino & Hotel

Dakota Sioux Casino & Hotel

10/10 Excellent
"Room was clean. The front office girl was terrific. Only problem is no coffee pots in room. No blow dryer in room, have to ask for one at front desk. Inconvenient but understandable. Will go back again"
Wanda 1-night trip
Posted 1 day ago
Dakota Sioux Casino & Hotel

Find out more about Castlewood

Everything you need to know about Castlewood 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 Castlewood 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 Castlewood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Castlewood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castlewood. 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 Castlewood 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 Castlewood holiday rentals we have selected for you start as low as £131 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castlewood rentals

At Expedia, we put the best Castlewood 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 Castlewood 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 Castlewood 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 Castlewood. 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 Castlewood?

Yes, there are holiday rentals close to the most popular sights in Castlewood, 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 Castlewood has to offer?

Lake Poinsett Waterfront Property: This highly rated holiday home rental in Castlewood is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games. Another good choice for your trip to Castlewood is Lakefront Retreat w/ Fire Pit & Dock in Castlewood.

How many holiday rentals are there in Castlewood?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Castlewood stay.

What can I see and do in Castlewood?

Explore the area and family-friendly sights such as Bramble Park Zoo, or get out into nature at a spot like Lake Poinsett. In the wider area, you’ll find Terry Redlin Museum and Watertown Mall.

What are holiday rentals like in Castlewood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castlewood. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family getaway.