Madrid Vacation Rentals

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Check prices for these dates

Tonight
Dec 22 - Dec 23
Tomorrow
Dec 23 - Dec 24
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Madrid vacation rentals

Property grounds
Upscale Vacation Rental Across From Haley Pond In The Village Of Rangeley

Upscale Vacation Rental Across From Haley Pond In The Village Of Rangeley

Upscale Vacation Rental Across From Haley Pond In The Village Of Rangeley
Rangeley
10.0 out of 10, Exceptional, (175)
"great location; great property!"
United States
Patricia
The price is ￥26,029
￥32,498 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Upscale Vacation Rental Across From Haley Pond In The Village Of Rangeley
TV
Summit Haus - Golf & Liftside Penthouse!

Summit Haus - Golf & Liftside Penthouse!

Summit Haus - Golf & Liftside Penthouse!
Carrabassett Valley
8.6 out of 10, Excellent, (4)
"Enjoyed the comfy accommodations. Terrific having the washer/dryer after hiking each day. "
United States
Patricia W.
The price is ￥35,096
￥78,146 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Summit Haus - Golf & Liftside Penthouse!
Exterior
Pip's Place-10 Mins to Sugarloaf

Pip's Place-10 Mins to Sugarloaf

Pip's Place-10 Mins to Sugarloaf
Stratton
9.8 out of 10, Exceptional, (10)
"We enjoyed the stay and location was great"
United States
Justin S.
The price is ￥36,125
￥74,110 total
includes taxes & fees
Dec 27 - Dec 28
Pip's Place-10 Mins to Sugarloaf
Fridge, microwave, oven, stovetop
Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!

Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!

Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!
2.0 star property
Carrabassett Valley
10.0 out of 10, Exceptional, (10)
"Beautiful property in great condition located in a quiet, awesome area. Highly recommend! "
United States
Scott M.
The price is ￥78,875
￥134,119 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!
Paper towels
Atv,utv,snowmobile ,2 ski mountains Saddleback,Sugarloaf resorts

Atv,utv,snowmobile ,2 ski mountains Saddleback,Sugarloaf resorts

Atv,utv,snowmobile ,2 ski mountains Saddleback,Sugarloaf resorts
Madrid
8.0 out of 10, Very Good, (2)
"Beautiful views, great space. Easy access no issues. The view alone is worth the trip!"
United States
Joseph G.
The price is ￥31,550
￥67,919 total
includes taxes & fees
Dec 23 - Dec 24
Atv,utv,snowmobile ,2 ski mountains Saddleback,Sugarloaf resorts
Interior
The Epic Sugarloaf Getaway

The Epic Sugarloaf Getaway

The Epic Sugarloaf Getaway
Carrabassett Valley
10.0 out of 10, Exceptional, (1)
"Just one suggestion, in the listing it appears as if there are 4 bunk beds, but it is 2 bunk beds.Nothing but good things to say about this property and the host/manager. Thank you very much!!"
United States
Matteo B.
The price is ￥87,741
￥168,028 total
includes taxes & fees
Jan 20 - Jan 21, 2026
The Epic Sugarloaf Getaway
Outdoor dining
Studio Suite 1 with full kitchen

Studio Suite 1 with full kitchen

Studio Suite 1 with full kitchen
Stratton
The price is ￥24,767
￥30,951 total
includes taxes & fees
Dec 23 - Dec 24
Studio Suite 1 with full kitchen
Property grounds
Sugarloaf West Mountain Summit Lodge

Sugarloaf West Mountain Summit Lodge

Sugarloaf West Mountain Summit Lodge
Sugarloaf
9.4 out of 10, Exceptional, (48)
"This was the second time I've stayed at Jill's with my family and we had a great time! Plenty of space for our group!"
United States
Kailey H.
The price is ￥120,679
￥204,274 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sugarloaf West Mountain Summit Lodge
2 bedrooms, iron/ironing board, travel crib, WiFi
Luxury Ski-In/Out Condo at Whiffletree SuperQuad

Luxury Ski-In/Out Condo at Whiffletree SuperQuad

Luxury Ski-In/Out Condo at Whiffletree SuperQuad
Carrabassett Valley
10.0 out of 10, Exceptional, (2)
"Our stay here was wonderful. The condo is very spacious, clean, organized and had everything we needed and then some. Steps to whiffletree made taking the scenic lift ride easy. We were able to just walk to the base lodge and all surrounding restaurants on mountain. Perfect location! Beautiful space. We will definitely be back."
United States
Ashley P.
The price is ￥102,222
￥166,617 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Luxury Ski-In/Out Condo at Whiffletree SuperQuad
Terrace/patio
Charming 3-bedroom house in Rangeley with trail access

Charming 3-bedroom house in Rangeley with trail access

Charming 3-bedroom house in Rangeley with trail access
Rangeley
2.0 out of 10, (1)
The price is ￥74,931
￥127,757 total
includes taxes & fees
Dec 24 - Dec 25
Charming 3-bedroom house in Rangeley with trail access
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 Madrid Hotel Reviews

Sugarloaf Inn

Sugarloaf Inn

10/10 Excellent
"Nice view of the mountain for the fall colors. "
DARRELL 1-night trip
Posted 2 weeks ago
Sugarloaf Inn

Find out more about Madrid

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

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

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

Frequently asked questions

Can I find vacation rentals in Madrid?

Yes, we give you a choice of vacation rentals near the most popular points of interest in Madrid, or you can go with a secluded option if you want a relaxing place to stay.

What's the top vacation rental in Madrid?

Sugarloaf West Mountain Summit Lodge: Visitors like this Madrid vacation home rental. It is located next to a golf course and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Madrid?

While exploring the area, visit family-friendly sights like Maine Huts & Trails, or get outside and enjoy nature at Mount Abraham. Saddleback and Mount Blue State Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Madrid like?

Vacation rentals are private properties where you can stay for a long or short time in Madrid. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family getaway.