Castlewood Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Castlewood

Sun loungers
Lakefront Lake Poinsett Cottage with Private Beach

Lakefront Lake Poinsett Cottage with Private Beach

Castlewood
10.0 out of 10, Exceptional, (5)
"We were there in the winter for a hunting trip and it was great! Highly recommend. "
United States
Cris V.
Lakefront Lake Poinsett Cottage with Private Beach
House (2 Bedrooms) | Interior
Lakefront Vacation Rental With Fire Pit & Dock!

Lakefront Vacation Rental With Fire Pit & Dock!

3.0 star property
Castlewood
Lakefront Vacation Rental With Fire Pit & Dock!
Fridge, microwave, oven, stovetop
Cozy 3 bedroom Beach Front Home

Cozy 3 bedroom Beach Front Home

Castlewood
9.8 out of 10, Exceptional, (20)
"Great location and beautifully decorated!"
United States
Melissa O.
Cozy 3 bedroom Beach Front Home
Interior
Summer Fun! Lake Poinsett. Lakefront! Private Dock. 2 bed 2 bath

Summer Fun! Lake Poinsett. Lakefront! Private Dock. 2 bed 2 bath

Castlewood
10.0 out of 10, Exceptional, (12)
"It was a great vacation. The lake was beautiful and the pelicans were so fun to watch. Great fishing! "
United States
Rebecca F.
Summer Fun! Lake Poinsett. Lakefront! Private Dock. 2 bed 2 bath
Property grounds
Cozy house on north shore of Lake Poinsett

Cozy house on north shore of Lake Poinsett

Castlewood
9.8 out of 10, Exceptional, (10)
"The house was perfect for our family of four! Very modern and clean. We will definitely stay again!"
United States
Megan K.
Cozy house on north shore of Lake Poinsett
House (1 Bedroom) | Interior
Waterfront Lake Poinsett Retreat w/ Fire Pit!

Waterfront Lake Poinsett Retreat w/ Fire Pit!

3.0 star property
Castlewood
Waterfront Lake Poinsett Retreat w/ Fire Pit!
Smart TV, books, computer monitors
Lake Luxury home: Elegance,Comfort,Fishing,Hunting,Optional Pontoon/Jet ski rent

Lake Luxury home: Elegance,Comfort,Fishing,Hunting,Optional Pontoon/Jet ski rent

Watertown
10.0 out of 10, Exceptional, (49)
"Beautiful place to stay. This home has everything you need and the kids love being on the lake tubing, swimming and just hanging out. "
United States
Jill L.
Lake Luxury home: Elegance,Comfort,Fishing,Hunting,Optional Pontoon/Jet ski rent
Outdoor spa tub
Hunting|Hottub|Fishn|Garage|LakeFront|Sleeps10

Hunting|Hottub|Fishn|Garage|LakeFront|Sleeps10

Estelline
9.6 out of 10, Exceptional, (8)
"We had a lovely time. Nice areas for family!"
United States
Steve S.
Hunting|Hottub|Fishn|Garage|LakeFront|Sleeps10
Property grounds
Cozy beach front lake cabin with hot tub!

Cozy beach front lake cabin with hot tub!

Lake norden
8.4 out of 10, Very Good, (14)
"Perfect for a girls trip, enough room, things to do at the home & great communication :)"
United States
Halea B.
Cozy beach front lake cabin with hot tub!
Exterior detail
2-bedroom Sleeping Rooms in fantastic Watertown SD with WiFi, AC

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

Watertown
10.0 out of 10, Exceptional, (1)
"Perfect spot for a quick overnight stay!"
United States
Tracy S.
The price is ￥20,160
￥25,016 total
includes taxes & fees
Jan 4 - Jan 5, 2026
2-bedroom Sleeping Rooms in fantastic Watertown SD with WiFi, AC
Property grounds
Private lake front property with huge patio!

Private lake front property with huge patio!

Lake Norden
9.8 out of 10, Exceptional, (113)
"Nice lake house with amazing deck and beautiful views!"
United States
Kelsey H.
Private lake front property with huge patio!
Outdoor dining
5 BR/2.5 BA Hunting & Fishing Lodge

5 BR/2.5 BA Hunting & Fishing Lodge

Watertown
10.0 out of 10, Exceptional, (69)
"It was the perfect place for our family to get together. "
United States
Nicole D.
The price is ￥59,318
￥94,510 total
includes taxes & fees
Dec 7 - Dec 8
5 BR/2.5 BA Hunting & Fishing Lodge
Pool
Luxury Lakefront Condo w/ Private Hot Tub & Sauna

Luxury Lakefront Condo w/ Private Hot Tub & Sauna

Watertown
10.0 out of 10, Exceptional, (6)
"Very clean and well stocked with everything our family needed for our stay. Sauna and hot tub on the deck were fantastic and we took full advantage of them. Recommend for family as well as friends get together destination."
United States
Robert R.
Luxury Lakefront Condo w/ Private Hot Tub & Sauna
House (4 Bedrooms) | Interior
Lakefront Cabin w/ Patio & Views in Lake Norden

Lakefront Cabin w/ Patio & Views in Lake Norden

3.0 star property
Lake Norden
Lakefront Cabin w/ Patio & Views in Lake Norden
Fridge, microwave, coffee/tea maker, toaster
Cozy 1-bedroom apartment in delightful Arlington

Cozy 1-bedroom apartment in delightful Arlington

2.0 star property
Arlington
10.0 out of 10, Exceptional, (1)
"Perfact for our short stay...close to main street."
United States
Wanda H.
The price is ￥12,406
￥20,802 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cozy 1-bedroom apartment in delightful Arlington
House (2 Bedrooms) | Front of property
Chic & Cozy Cabin With Private Hot Tub & Beach!

Chic & Cozy Cabin With Private Hot Tub & Beach!

3.0 star property
Lake Norden
Chic & Cozy Cabin With Private Hot Tub & Beach!
Outdoor dining
Modern home on Lake Albert with hot tub

Modern home on Lake Albert with hot tub

Arlington
9.8 out of 10, Exceptional, (6)
"Great place for a friends weekend!"
United States
Tara O.
Modern home on Lake Albert with hot tub
Fridge, microwave, stovetop, dishwasher
Lake Poinsett Lake Front Home New Construction

Lake Poinsett Lake Front Home New Construction

Lake Norden
10.0 out of 10, Exceptional, (3)
"Great stay! Enough space for 5 adults and one toddler to spread out and enjoy many lake activities!"
United States
Jody H.
Lake Poinsett Lake Front Home New Construction
Property grounds
Cozy 2 br Home - Fireplace, Man Cave, Office, & Heated Garage Spaces

Cozy 2 br Home - Fireplace, Man Cave, Office, & Heated Garage Spaces

Watertown
10.0 out of 10, Exceptional, (3)
"What a beautiful house! Spacious, new, completely furnished. We enjoyed the theater room immensely. "
United States
Brian K.
Cozy 2 br Home - Fireplace, Man Cave, Office, & Heated Garage Spaces
Property grounds
Lakeside|Fishing|Hunting|FamFriendly,RVHookup

Lakeside|Fishing|Hunting|FamFriendly,RVHookup

Watertown
10.0 out of 10, Exceptional, (8)
"Perfect for what we needed! Kids had a blast fishing off the dock!"
United States
Tiffany B.
Lakeside|Fishing|Hunting|FamFriendly,RVHookup
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

Econo Lodge Watertown

Econo Lodge Watertown

10/10 Excellent
"Staff was very nice and the room was very clean"
Pedro 1-night trip
Posted 2 days ago
Econo Lodge Watertown

Find out more about Castlewood

Search for holiday rentals in Castlewood on Expedia! You can easily find your home rentals, villas, holiday apartments in Castlewood using one of the methods below:

  • View our selection of featured holiday rentals in Castlewood
  • Use the map to find apartments and other holiday homes in the Castlewood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Castlewood while they last

Look no further and take a look at our great range of rental properties in Castlewood!

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?

Cozy 3 bedroom Beach Front Home : 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. 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 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 Cozy house on north shore of Lake Poinsett.

How many vacation rentals are there in Castlewood?

With 6 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.