House
10.0(168 Reviews)
3 Bedrooms
6 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
£278/Night
7 Nights - £1,946
Middleton Holiday Rentals
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Compare Holiday Rentals, Villas & Resorts in Middleton
10.0
Hotel
9.1(106 Reviews)
Private Pool
Pool- Air Conditioner
Internet
£124/Night
7 Nights - £867
Hotel
9.6(783 Reviews)
Breakfast- Parking
- Pool
- Balcony/Terrace
£136/Night
7 Nights - £954
House
10.0(26 Reviews)
3 Bedrooms
6 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
£407/Night
7 Nights - £2,847
Hotel
8.9(183 Reviews)
- Private Pool
Oceanfront- Hot Tub
EV Charge Station
£127/Night
7 Nights - £888
Apartment
10.0(16 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£178/Night
7 Nights - £1,248
Apartment
10.0(4 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
£318/Night
7 Nights - £2,226
Condo
10.0(3 Reviews)
1 Bedroom
4 Guests
- Breakfast
- Parking
- Pool
- Kitchen
£126/Night
7 Nights - £880
Condo
10.0(2 Reviews)
1 Bedroom
2 Guests
- Breakfast
- Parking
- Pool
- Kitchen
£125/Night
7 Nights - £874
Luxury Holiday Rentals in Middleton
Over 26+ Luxury Holiday Rentals in or Near Middleton
House
9.8(16 Reviews)
5 Bedrooms
11 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
£973/Night
7 Nights - £6,810
£636/Night
7 Nights - £4,451
Condo
9.4(22 Reviews)
2 Bedrooms
6 Guests
- Breakfast
- Parking
- Pool
- Kitchen
£189/Night
7 Nights - £1,324
Condo
9.2(37 Reviews)
2 Bedrooms
6 Guests
- Breakfast
- Parking
- Pool
- Kitchen
£188/Night
7 Nights - £1,317
Hotel
9.2(204 Reviews)
- Breakfast
- Parking
- Pool
- Balcony/Terrace
£175/Night
7 Nights - £1,224
Condo
9.0(22 Reviews)
2 Bedrooms
6 Guests
- Breakfast
- Parking
- Pool
- Kitchen
£163/Night
7 Nights - £1,139
Condo
8.0(6 Reviews)
1 Bedroom
2 Guests
- Breakfast
- Parking
- Pool
- Kitchen
£135/Night
7 Nights - £944
Condo
8.0(2 Reviews)
1 Bedroom
2 Guests
- Breakfast
- Parking
- Pool
- Kitchen
£124/Night
7 Nights - £870
Condo
7.8(6 Reviews)
1 Bedroom
4 Guests
- Breakfast
- Parking
- Pool
- Kitchen
£124/Night
7 Nights - £870
Top-Rated Holiday Rentals with a Pool in Middleton
Over 12+ The Best Private Villas and Holiday Rentals in Middleton with a Pool
Hotel
9.2(1005 Reviews)
- Hot Tub
- Breakfast
- Parking
- Pool
£100/Night
7 Nights - £696
Hotel
9.2(604 Reviews)
- Breakfast
- Parking
- Pool
- Balcony/Terrace
£102/Night
7 Nights - £714
Hotel
9.0(1005 Reviews)
- Breakfast
- Parking
- Pool
- Balcony/Terrace
£83/Night
7 Nights - £584
Hotel
9.0(1004 Reviews)
- Breakfast
- Parking
- Pool
- Balcony/Terrace
£87/Night
7 Nights - £607
Hotel
8.9(70 Reviews)
- Private Pool
- Breakfast
- Parking
- Pool
£107/Night
7 Nights - £747
Apartment
8.8(21 Reviews)
1 Bedroom
2 Guests
- Breakfast
- Parking
- Pool
- Internet
£116/Night
7 Nights - £813
Hotel
8.6(83 Reviews)
- Private Pool
- Oceanfront
- Hot Tub
- Parking
£92/Night
7 Nights - £646
£71/Night
7 Nights - £498
Hotel
8.0(489 Reviews)
- Private Pool
- Hot Tub
- Breakfast
- Parking
£70/Night
7 Nights - £493
Pet-Friendly Holiday Rentals in Middleton
Over 4+ Pet-Friendly Holiday Rentals in or Near Middleton
Apartment
9.8(7 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£164/Night
7 Nights - £1,151
Hotel
7.8(84 Reviews)
- Private Pool
- Hot Tub
- EV Charge Station
- Parking
£104/Night
7 Nights - £731
Apartment
4.7(7 Reviews)
2 Bedrooms
4 Guests
- Kitchen
- Air Conditioner
- Internet
Pet Friendly
£102/Night
7 Nights - £714
Hotel
7.6(126 Reviews)
- Private Pool
- Parking
- Pool
- Air Conditioner
£116/Night
7 Nights - £812
Large Holiday Rentals and Private Villas in Middleton
Over 1+ Large Holiday Rentals and Private Villas in or Near Middleton
House
10.0(2 Reviews)
4 Bedrooms
10 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
£1,133/Night
7 Nights - £7,929
Wheelchair Accessible Holiday Homes in Middleton
Over 1+ Wheelchair Accessible Holiday Homes in or Near Middleton
Apartment
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
Child Friendly
£167/Night
7 Nights - £1,168
Instantly Bookable Holiday Homes in Middleton
Over 1+ Instantly Bookable Holiday Homes in or Near Middleton
House
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
£344/Night
7 Nights - £2,410
Book a Last Minute Place to Stay in Middleton
About Casai's Private Villas and Holiday Rentals in Middleton
Discover more than 35 vacation rentals available in Middleton. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Middleton.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Middleton, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Middleton. On average, places to stay near Middleton offer 476.14 ft², with nightly prices averaging £222.
With Casai, finding and comparing holiday rentals in Middleton is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in Middleton, WI
There are 35 Middleton, WI Holiday Rentals
- Prices for a holiday home in Middleton start at £70
- Top rated vacation home in Middleton is Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
- Most popular short term in Middleton is Courtyard by Marriott Madison West Middleton
- Cheapest place to stay in Middleton is Country Inn & Suites by Radisson, Middleton - Madison West
- Most expensive holiday rental in Middleton is Contemporary home in quiet neighborhood with pool & great back yard close to all
Recently Booked Holiday Rentals in Middleton
- Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
- TownePlace Suites by Marriott Madison West, Middleton
- Holiday Inn Express & Suites Madison West - Middleton by IHG
- Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/Friends & Family
- Holiday Inn Express & Suites - Madison West - Middleton by IHG
Frequently Asked Questions About Middleton?
What are the top holiday rentals in Middleton?
With numerous options available in Middleton, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Middleton:
- Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
- Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/Friends & Family
- Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
- Historic 2BR Craftsman Near University Ave – Quiet & Walkable
- Free Breakfast. Pool and Hot Tub. Downtown Area
- Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!
- Contemporary home in quiet neighborhood with pool & great back yard close to all
- Holiday Inn Express & Suites Madison West - Middleton by IHG
- Free Breakfast. Pool and Hot Tub. Downtown Location. Near the University of Wisconsin-Madison!
- Courtyard by Marriott Madison West Middleton
How many Casai.uk holiday rentals are available in Middleton?
As of 2026, Casai boasts over 35 properties listed in the Middleton area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Middleton.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Lakeview Vacation Rentals in Madison, Wisconsin | 81 |
| Middleton Springs Vacation Rentals in Madison, Wisconsin | 67 |
