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Castlewood Vacation Rentals

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Check prices for these dates

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

Our top choices for Castlewood vacation 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
$359 nightly
The price is $378
Oct 26 - Oct 27
Total with taxes and fees
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.
$121 nightly
The price is $129
Oct 26 - Oct 27
Total with taxes and fees
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.
$417 nightly
The price is $438
Oct 25 - Oct 26
Total with taxes and fees
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.
$394 nightly
The price is $414
Oct 26 - Oct 27
Total with taxes and fees
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
$389 nightly
The price is $412
Oct 26 - Oct 27
Total with taxes and fees
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.
$158 nightly
The price is $170
Oct 26 - Oct 27
Total with taxes and fees
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.
$405 nightly
The price is $426
Oct 25 - Oct 26
Total with taxes and fees
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.
$315 nightly
The price is $336
Nov 14 - Nov 15
Total with taxes and fees
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.
$629 nightly
The price is $660
Oct 25 - Oct 26
Total with taxes and fees
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

AmericInn by Wyndham Watertown

AmericInn by Wyndham Watertown

10/10 Excellent
"Check in was easy room clean staff great"
Patricia 1-night trip
Posted 19 hours ago
AmericInn by Wyndham Watertown

Find out more about Castlewood

Everything you need to know about Castlewood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castlewood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castlewood vacation 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 low season months. For more hustle and bustle, you may prefer to visit Castlewood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $170 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Castlewood rentals

At Expedia, we put the best Castlewood vacation 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 vacation.

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 vacation rental in Castlewood?

Yes, we offer vacation rentals near top attractions in Castlewood, or you can go with a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Castlewood has to offer?

Lake Poinsett Waterfront Property: This highly rated vacation home rental in Castlewood is located on a lake and has a patio, a garden, and a barbecue grill 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 vacation with amenities like a selection of games. Another good choice for your trip to Castlewood is Lakefront Retreat w/ Fire Pit & Dock in Castlewood.

How many vacation rentals are there in Castlewood?

With 5 Expedia vacation rentals, you're sure 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 larger area, you’ll find Terry Redlin Museum and Watertown Mall.

What are vacation rentals like in Castlewood?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Castlewood. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.