Middlebrook Cottage Rentals
Cottage
10.0(83 Reviews)
2 Bedrooms
2 Baths
5 Guests
1600 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
R5,135/Night
7 Nights - R35,945
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
2131.25 ft²
- Parking
Internet
Child Friendly
Sports/Activities
R4,537/Night
7 Nights - R31,756
Cottage
10.0(57 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R2,386/Night
7 Nights - R16,704
R4,276/Night
7 Nights - R29,924
Cottage
9.8(27 Reviews)
3 Bedrooms
1 Bath
6 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,251/Night
7 Nights - R29,760
Cottage
9.8(19 Reviews)
3 Bedrooms
2 Baths
6 Guests
2135 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R5,035/Night
7 Nights - R35,241
Cottage
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R3,114/Night
7 Nights - R21,793
Cottage
8.6(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R1,347/Night
7 Nights - R9,440
House
10.0(109 Reviews)
1 Bedroom
2 Baths
2 Guests
1400 ft²
- Parking
Ocean View- Balcony/Terrace
View
R5,065/Night
7 Nights - R35,454
House
9.8(7 Reviews)
3 Bedrooms
3 Baths
8 Guests
2701.74 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
R4,609/Night
7 Nights - R32,263
Bed & Breakfast
10.0(15 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
- Balcony/Terrace
- Kitchen
R3,537/Night
7 Nights - R24,754
Cabin
10.0(62 Reviews)
2 Bedrooms
1 Bath
5 Guests
580 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
R4,325/Night
7 Nights - R30,284
People Visiting Middlebrook Also Like
Why Choose Rent By Owner for your Middlebrook Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Middlebrook
How to Book Your Middlebrook Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Frequently Asked Questions About Middlebrook Rental Cottages
1. What are the top Cottages in Middlebrook?
There are a lot of options in Middlebrook. If you plan on staying in the Middlebrook area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Middlebrook:
- Hilltop Retreat. Amazing Views. Curated for Two.
- Spacious Home, Private Pool, Tennis Court, Lake, Minutes From Town and Shopping
- Find out why this property is Almost Heaven
- Whimsical Creekside Cabin
- Bud's Place, Southern Charm in the Shenandoah Valley of Virginia
- Newtown Retreat — Award Winning Renovation + Ideal Location
- The Lodge at Joe Walker Hollow, privacy at its best with plenty of family space
- Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite
- The Overlook: Walk Downtown + City Views
- Life is better at the Cabin
2. How many Cottages are available in Middlebrook?
Currently, the total number of properties listed by RBO in 2026 is over 8 in the Middlebrook area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Middlebrook.
More Rentals You May Like Near Middlebrook
Apartment
9.7(59 Reviews)
4 Bedrooms
4 Baths
8 Guests
583.94 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
R3,140/Night
7 Nights - R21,989
RV Rental
10.0(20 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R3,414/Night
7 Nights - R23,903
Bed & Breakfast
8.2(32 Reviews)
3 Bedrooms
3 Baths
9 Guests
208.1 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
R2,863/Night
7 Nights - R20,042
Cabin
10.0(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R5,706/Night
7 Nights - R39,953
Bed & Breakfast
7.9(12 Reviews)
8 Bedrooms
8 Baths
14 Guests
352.52 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Air Conditioner
R2,749/Night
7 Nights - R19,240
House
10.0(5 Reviews)
2 Bedrooms
2 Baths
8 Guests
1200 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R6,555/Night
7 Nights - R45,892
Cabin
5.4(116 Reviews)
6 Bedrooms
6 Baths
18 Guests
Hot Tub- Breakfast
- Parking
- Air Conditioner
R1,096/Night
7 Nights - R7,673
House
10.0(5 Reviews)
1 Bedroom
1 Bath
2 Guests
245 ft²
- Breakfast
- Kitchen
- Air Conditioner
- Internet
R4,214/Night
7 Nights - R29,499
Bed & Breakfast
5 Bedrooms
5 Baths
10 Guests
127.01 ft²
Oceanfront- Hot Tub
- Breakfast
EV Charge Station
R5,496/Night
7 Nights - R38,464
Cabin
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
550 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
R5,982/Night
7 Nights - R41,867
House
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
271 ft²
- Breakfast
- Kitchen
- Air Conditioner
- Internet
R3,504/Night
7 Nights - R24,525
House
10.0(1 Review)
1 Bedroom
1 Bath
3 Guests
452 ft²
- Breakfast
- Parking
- Kitchen
- Air Conditioner
R4,435/Night
7 Nights - R31,053
