Holiday Rentals in Castlewood

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Castlewood

Our top choices for Castlewood holiday rentals

Lakefront Vacation Rental With Fire Pit & Dock!

3.0 star property
Lakefront Vacation Rental With Fire Pit & Dock!

Lakefront Lake Poinsett Cottage with Private Beach

10.0 out of 10, Exceptional, (4)
"The cabin is so beautiful and spacious. Plenty of beds. If we had any questions, Owen was very fast to reply. "
Lakefront Lake Poinsett Cottage with Private Beach

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

10.0 out of 10, Exceptional, (12)
"Nice family getaway with beautiful vie2"
Summer Fun! Lake Poinsett. Lakefront! Private Dock. 2 bed 2 bath

Waterfront Lake Poinsett Retreat w/ Fire Pit!

3.0 star property
Waterfront Lake Poinsett Retreat w/ Fire Pit!

Cozy house on north shore of Lake Poinsett

9.8 out of 10, Exceptional, (9)
"Love the fact that its cozy and make you feel like at home. "
Cozy house on north shore of Lake Poinsett

Private lake front property with huge patio!

9.8 out of 10, Exceptional, (105)
"Very nice property exactly how it looked on the listing. Would definitely stay there again."
Private lake front property with huge patio!

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

10.0 out of 10, Exceptional, (44)
"House is out in the country on the lake. Beautiful view and great for any family vac."
Lake Luxury home: Elegance,Comfort,Fishing,Hunting,Optional Pontoon/Jet ski rent

Luxury Lakefront Condo w/ Private Hot Tub & Sauna

10.0 out of 10, Exceptional, (3)
"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."
Luxury Lakefront Condo w/ Private Hot Tub & Sauna

Hottub,Lilypad,FireRing,LakeFront,Sleeps10

10.0 out of 10, Exceptional, (6)
"We had a short stay but it was great. Great hosts, great location, very clean. Would definitely stay again. "
Hottub,Lilypad,FireRing,LakeFront,Sleeps10

Cozy beach front lake cabin with hot tub!

8.2 out of 10, Very good, (13)
"It was great, big enough for our family of six to be comfortable."
Cozy beach front lake cabin with hot tub!

LakesideLux:Kayak,LilyPad,FamFriendly,RVHookup

10.0 out of 10, Exceptional, (7)
"Great location, beautiful view!"
LakesideLux:Kayak,LilyPad,FamFriendly,RVHookup

Lake Poinsett Cozy Cabin

9.2 out of 10, Wonderful, (27)
"Family of five loved our stay. Everything as advertised! Beautiful views and friendly owner. Excellent stay and we will be back!!!!!"
Lake Poinsett Cozy Cabin

5 BR/2.5 BA Hunting & Fishing Lodge

10.0 out of 10, Exceptional, (69)
"Very clean & had everything we needed to make our stay perfect! Highly recommend this vrbo. "
The price is €537
includes taxes & fees
2 Sept - 3 Sept
5 BR/2.5 BA Hunting & Fishing Lodge

Lake Poinsett Lake Front Home New Construction

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!"
Lake Poinsett Lake Front Home New Construction

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

The price is €142
includes taxes & fees
2 Sept - 3 Sept
2-bedroom Sleeping Rooms in fantastic Watertown SD with WiFi, AC

Chic & Cozy Cabin With Private Hot Tub & Beach!

3.0 star property
Chic & Cozy Cabin With Private Hot Tub & Beach!

Lakefront Cabin w/ Patio & Views in Lake Norden

3.0 star property
Lakefront Cabin w/ Patio & Views in Lake Norden

Stable Waters House

3.0 star property
10.0 out of 10, Exceptional, (4)
"The house and grounds are simply amazing and so cozy! You have everything you need there for a very comfortable stay and if you love cats you cant find any sweeter host kitties to keep you company. The way the house sits on the property you feel as if you are in your own little world, not right accross from the lake and all the activity there. 10/10 will stay again! "
Stable Waters House

Waterfront Home on Lake Poinsett! 5 queen beds and a Beachfront Bar!! Sleeps 10

10.0 out of 10, Exceptional, (33)
"Excellent place to stay "
Waterfront Home on Lake Poinsett! 5 queen beds and a Beachfront Bar!! Sleeps 10

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

10.0 out of 10, Exceptional, (2)
"Great Rental. "
Cozy 2 br Home - Fireplace, Man Cave, Office, & Heated Garage Spaces
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Castlewood Hotel Reviews

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?

Lakefront Vacation Rental with Fire Pit & Dock!: This highly rated holiday home rental in Castlewood is located on the beach, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Watertown Family Aquatic Center, 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.