Castlewood Vacation Rentals

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Vacation Rentals in Castlewood

Lake Front Fun, Pheasant Hunting, & Ice Fishing
9.6 out of 10, Exceptional, (40)
"The property was just want we needed for our first SD pheasant hunting weekend of 2023. All the amenities we needed. Clean and excellent location. The only thing that could have made it any better would be the addition of a hot tub on the wonderful back deck over looking the lake. Thanks for letting us stay."
Lake Front Fun, Pheasant Hunting, & Ice Fishing
Lakefront Vacation Rental with Fire Pit & Dock!
9.8 out of 10, Exceptional, (6)
"This property was in a friendly neighborhood. The house was very well set up and decorated. Handy supplies and dishes as well. Would definitely go back."
Lakefront Vacation Rental with Fire Pit & Dock!
Waterfront Lake Poinsett Retreat: Boat Dock, Slip!
10.0 out of 10, Exceptional, (2)
"Beautiful location for a family retreat with all the extras included! Grill, outdoor cooler, patio umbrella, firepit. The interior of the cottage is just as nice. The decks space is amazing offering great views of the lake. The best feature is the sun room! super comfy sofas and chairs for enjoying coffee in mornings and taking in the sunsets on the lake regardless of weather! Wonderful! Host is super responsive!"
Waterfront Lake Poinsett Retreat: Boat Dock, Slip!
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#lovelakelife Lake Poinsett.2 bedroom 2 bath
10.0 out of 10, Exceptional, (7)
"Great stay."
#lovelakelife Lake Poinsett.2 bedroom 2 bath
Lake Poinsett Cottage at Stone Bridge
Lake Poinsett Cottage at Stone Bridge
Cozy 3 bedroom Beach Front Home
9.8 out of 10, Exceptional, (16)
"cabin was great, just what we needed for the weekend of fishing with my son in law's. the wheather was not the greatest and the fish were not bitting but we still had a great time. would rent the cabin again some time. thanks for renting it to us. bob p."
Cozy 3 bedroom Beach Front Home
Lakefront Lake Poinsett Cottage with Private Beach
Lakefront Lake Poinsett Cottage with Private Beach
Lakefront Vacation Rental With Fire Pit & Dock!
3.5 star property
Lakefront Vacation Rental With Fire Pit & Dock!
Waterfront Lake Poinsett Retreat: Boat Dock, Slip!
3.0 star property
Waterfront Lake Poinsett Retreat: Boat Dock, Slip!
Cozy house on north shore of Lake Poinsett
Cozy house on north shore of Lake Poinsett
Watertown Condo w/ Resort-Style Amenities!
10.0 out of 10, Exceptional, (8)
"Great place"
Watertown Condo w/ Resort-Style Amenities!
Private lake front property with huge patio!
9.8 out of 10, Exceptional, (85)
"Very quiet place to get away. Bed was comfortable."
Private lake front property with huge patio!
Chic & Cozy Cabin with Private Hot Tub & Beach!
9.2 out of 10, Wonderful, (29)
"Very clean and well maintained property."
Chic & Cozy Cabin with Private Hot Tub & Beach!
Updated Cabin with Hot Tub: Walk to Boat Ramp!
9.2 out of 10, Wonderful, (19)
"We like the fact that we could use the hot tub and the dock where we catch most of our fish. The atmosphere and neighbors are really friendly."
Updated Cabin with Hot Tub: Walk to Boat Ramp!
Modern Home on Lake Poinsett! 3 bed + Loft on the beach!!
10.0 out of 10, Exceptional, (19)
"Lovely property"
Modern Home on Lake Poinsett! 3 bed + Loft on the beach!!
Waterfront Watertown Condo w/ Patio & Pool Access!
10.0 out of 10, Exceptional, (6)
"Although the weather wasn't amazing, the views of the lake were. Would definitely stay again."
Waterfront Watertown Condo w/ Patio & Pool Access!
5 BR/2.5 BA Hunting & Fishing Lodge
10.0 out of 10, Exceptional, (59)
"Very quiet house, plenty of room for larger group. Plenty of kitchen supplies and 2 refrigerators. Easy to find and access town."
The price is CA $580
CA $860 total
includes taxes & fees
Jun 3 - Jun 4
5 BR/2.5 BA Hunting & Fishing Lodge
Penthouse on Kampeska in Watertown
Penthouse on Kampeska in Watertown
House on back lot Lake Poinsett New Construction
The price is CA $307
CA $612 total
includes taxes & fees
Jun 1 - Jun 2
House on back lot Lake Poinsett New Construction
#3 Bohemian Rest Place
4.8 out of 10, (3)
"My car blew up so I didn’t get to stay and there was no refund option"
The price is CA $40
CA $99 total
includes taxes & fees
Jun 5 - Jun 6
#3 Bohemian Rest Place
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See all available properties in Castlewood
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.

Other types of properties in Castlewood you may be interested in

Lakefront Vacation Rental with Fire Pit & Dock!
9.8 out of 10, Exceptional, (6)
"This property was in a friendly neighborhood. The house was very well set up and decorated. Handy supplies and dishes as well. Would definitely go back."
Lakefront Vacation Rental with Fire Pit & Dock!
Waterfront Lake Poinsett Retreat: Boat Dock, Slip!
10.0 out of 10, Exceptional, (2)
"Beautiful location for a family retreat with all the extras included! Grill, outdoor cooler, patio umbrella, firepit. The interior of the cottage is just as nice. The decks space is amazing offering great views of the lake. The best feature is the sun room! super comfy sofas and chairs for enjoying coffee in mornings and taking in the sunsets on the lake regardless of weather! Wonderful! Host is super responsive!"
Waterfront Lake Poinsett Retreat: Boat Dock, Slip!
Lake Front Fun, Pheasant Hunting, & Ice Fishing
9.6 out of 10, Exceptional, (40)
"The property was just want we needed for our first SD pheasant hunting weekend of 2023. All the amenities we needed. Clean and excellent location. The only thing that could have made it any better would be the addition of a hot tub on the wonderful back deck over looking the lake. Thanks for letting us stay."
Lake Front Fun, Pheasant Hunting, & Ice Fishing
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.

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castlewood vacation rentals we have selected for you start as low as CA $40 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 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 Front Fun, Pheasant Hunting, & Ice Fishing : This highly rated vacation home rental in Castlewood is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Other favorite homes for rent in Castlewood are Lakefront Vacation Rental with Fire Pit & Dock! and Waterfront Lake Poinsett Retreat: Boat Dock, Slip!.

How many vacation rentals are there in Castlewood?

With 7 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 Watertown Family Aquatic Center, 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.

Recent reviews of Castlewood properties
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