Vacation Rentals in Sherridan Headwall, CO: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals
  3.  USA

  4.  Colorado

  5.  Telluride
  6.  Sherridan Headwall

Refine your search

Price per night

Amenity Filter

Rating

971 Best Vacation Rentals in Sherridan Headwall (Starting from $596)

Mountain Modern Rustic by Exceptional Stays
Mountain Modern Rustic by Exceptional Stays
Ski Chalet
Telluride, CO, USA
0.6k from Sherridan Headwall center

Accommodations, Parking, Cabins, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms9 Guests
New to Booking
$1491
Average price / night
Check Availability
Apex - Walk to Trails + Hot Tub | Sauna & Theater
Apex - Walk to Trails + Hot Tub | Sauna & Theater
Cabin
Mountain Village, CO, 81435, United States
0.6k from Sherridan Headwall center

Balcony, Barbecue, Dryer, Fireplace, Heater, Hot Tub, Internet, Kitchen, Microwave

4 Bedrooms11 Guests
10.0

Exceptional

1 reviews

$1116
Average price / night
Check Availability
Stunning Views! Ski-InandOut Mountain Village Cabin
Stunning Views! Ski-InandOut Mountain Village Cabin
House
Telluride, CO, USA
0.6k from Sherridan Headwall center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$1030
Average price / night
Check Availability
Stunning Views! Ski-In/Out Mountain Village Cabin
Stunning Views! Ski-In/Out Mountain Village Cabin
Cabin
Mountain Village, CO, 81435, United States
0.6k from Sherridan Headwall center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space

3 Bedrooms8 Guests
New to Booking
$596
Average price / night
Check Availability
Cabins Lane 108 - Mountain House
Cabins Lane 108 - Mountain House
House
Telluride, CO, USA
0.6k from Sherridan Headwall center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis, Places to stay, Ski resorts

10 Bedrooms20 Guests
New to Booking
$1136
Average price / night
Check Availability
Minimalist Chalet Style Home by InvitedHome | Cedar Hot Tub, Private
Minimalist Chalet Style Home by InvitedHome | Cedar Hot Tub, Private
House
Telluride, CO, 81435, United States
0.6k from Sherridan Headwall center

Balcony, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$2906
Average price / night
Check Availability
Apex by AvantStay Cozy Expansive Mountain Home Close to the Slopes w Hot Tub
Apex by AvantStay Cozy Expansive Mountain Home Close to the Slopes w Hot Tub
House
Telluride, CO, USA
0.6k from Sherridan Headwall center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Jacuzzis

1 Bedroom10 Guests
New to Booking
$3020
Average price / night
Check Availability
Mountain Haus Walk to trails + Hot Tub & DialARide
Mountain Haus Walk to trails + Hot Tub & DialARide
House
Mountain Village, CO, 81435, United States
0.6k from Sherridan Headwall center

Balcony, Barbecue, Crib, Dryer, Fireplace, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms12 Guests
New to Booking
$1064
Average price / night
Check Availability
Winterfell telluride - Slopeside Ski In Ski Out Access - 5bd, 4.5ba, sleeps 13
Winterfell telluride - Slopeside Ski In Ski Out Access - 5bd, 4.5ba, sleeps 13
House
Telluride, CO, USA
0.7k from Sherridan Headwall center

Pet Friendly, Parking, Air Conditioner, Internet, Kitchen, Child Friendly

5 Bedrooms13 Guests
New to Booking
$3874
Average price / night
Check Availability
Updated 6BR ski-in/ski-out mountain modern chalet with new hot tub
Updated 6BR ski-in/ski-out mountain modern chalet with new hot tub
House
Mountain Village, CO, 81435, United States
0.6k from Sherridan Headwall center

Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

6 Bedrooms16 Guests
10.0

Exceptional

13 reviews

$1865
Average price / night
Check Availability
Two Trails by Exceptional Stays
Two Trails by Exceptional Stays
Ski Chalet
Telluride, CO, USA
0.7k from Sherridan Headwall center

Accommodations, Parking, Cabins, Cottages, Pet-friendly, Lodgings, Jacuzzis, Places to stay, Ski resorts

6 Bedrooms18 Guests
New to Booking
$3257
Average price / night
Check Availability
MOUNTAIN MODERN RUSTIC- Contemporary Elegance & Easy Walk-to-Ski Access
MOUNTAIN MODERN RUSTIC- Contemporary Elegance & Easy Walk-to-Ski Access
House
Mountain Village, CO, 81435, United States
0.6k from Sherridan Headwall center

Balcony, Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry

4 Bedrooms10 Guests
9.8

Exceptional

7 reviews

$1392
Average price / night
Check Availability
Back Door Ski In Out - Fireplace, Hot Tub, Huge Views - Alpine Luxury at Copper Hollow home
Back Door Ski In Out - Fireplace, Hot Tub, Huge Views - Alpine Luxury at Copper Hollow home
House
Telluride, CO, USA
0.8k from Sherridan Headwall center

Luxury, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis

5 Bedrooms15 Guests
New to Booking
$7897
Average price / night
Check Availability
Two Trails- Luxe Ski-In/Out Retreat w/ Spa & Stunning Views
Two Trails- Luxe Ski-In/Out Retreat w/ Spa & Stunning Views
House
Mountain Village, CO, 81435, United States
0.7k from Sherridan Headwall center

Balcony, Fireplace, Free Parking, Heater, Hot Tub, Kitchen, Laundry, Living Area, Microwave

6 Bedrooms18 Guests
9.4

Superb

3 reviews

$2920
Average price / night
Check Availability
Twin Elk by Exceptional Stays
Twin Elk by Exceptional Stays
Ski Chalet
Telluride, CO, USA
0.9k from Sherridan Headwall center

Accommodations, Parking, Cabins, Cottages, Lodgings, Jacuzzis, Places to stay, Ski resorts

1 Bedroom23 Guests
New to Booking
$3709
Average price / night
Check Availability
Mountain View Estates 2 Elegant Home in Mountain Village 4Br, 4.5Ba, Sleeps 8
Mountain View Estates 2 Elegant Home in Mountain Village 4Br, 4.5Ba, Sleeps 8
House
Mountain Village, CO, 81435, United States
0.8k from Sherridan Headwall center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
9.2

Superb

21 reviews

$910
Average price / night
Check Availability
Winterleaf home
Winterleaf home
House
Telluride, CO, USA
0.9k from Sherridan Headwall center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs, Places to stay

4 Bedrooms10 Guests
New to Booking
$3523
Average price / night
Check Availability
Spruce Splendor-Easy Ski Access-Private Hot Tub
Spruce Splendor-Easy Ski Access-Private Hot Tub
House
Telluride, CO, 81435, United States
0.8k from Sherridan Headwall center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Hot Tub, Internet, Laundry, Microwave

4 Bedrooms12 Guests
10.0

Exceptional

9 reviews

$1307
Average price / night
Check Availability
Four-Bedroom House
Four-Bedroom House
House
Telluride, CO, USA
1.0k from Sherridan Headwall center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay, Ski resorts

4 Bedrooms8 Guests
New to Booking
$3983
Average price / night
Check Availability
Private Ski in/out Lodge! Hot Tub, 2 King En Suites, Stunning Views
Private Ski in/out Lodge! Hot Tub, 2 King En Suites, Stunning Views
House
Mountain Village, CO, 81435, United States
0.8k from Sherridan Headwall center

Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms10 Guests
9.8

Exceptional

17 reviews

$1770
Average price / night
Check Availability
Ski in & out at back door | Private home with sweeping views & private hot tub
Ski in & out at back door | Private home with sweeping views & private hot tub
House
Mountain Village, CO, 81435, United States
0.8k from Sherridan Headwall center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms15 Guests
9.8

Exceptional

10 reviews

$2728
Average price / night
Check Availability
Modern Luxury - Mountain Village Chalet - Ski-In/Walk-Out - Sauna - Hot Tub
Modern Luxury - Mountain Village Chalet - Ski-In/Walk-Out - Sauna - Hot Tub
House
Mountain Village, CO, 81320, United States
0.9k from Sherridan Headwall center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms12 Guests
New to Booking
$2191
Average price / night
Check Availability
TWIN ELK- Luxury Estate, Game Room, Hot Tub, Easy ski Access
TWIN ELK- Luxury Estate, Game Room, Hot Tub, Easy ski Access
House
Mountain Village, CO, 81435, United States
0.9k from Sherridan Headwall center

Dryer, Fireplace, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area, No Smoking

8 Bedrooms23 Guests
9.8

Exceptional

9 reviews

$3205
Average price / night
Check Availability
Direct Ski In/Out Private Single Family; Brand New 10 Person Hot-Tub!
Direct Ski In/Out Private Single Family; Brand New 10 Person Hot-Tub!
House
Mountain Village, CO, 81435, United States
0.9k from Sherridan Headwall center

Arcade, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
10.0

Exceptional

25 reviews

$903
Average price / night
Check Availability
Luxury Mountain Home by InvitedHome | 360-Degree Views, Hot Tub, Rec Room
Luxury Mountain Home by InvitedHome | 360-Degree Views, Hot Tub, Rec Room
House
Mountain Village, CO, 81435, United States
1.0k from Sherridan Headwall center

Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
8.8

Fabulous

3 reviews

$1908
Average price / night
Check Availability
Slopeside Luxury Retreat | Ski-In/Out + Private Hot Tub
Slopeside Luxury Retreat | Ski-In/Out + Private Hot Tub
House
Telluride, CO, 81435, United States
1.0k from Sherridan Headwall center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1162
Average price / night
Check Availability
Robber's Roost- Sprawling, Ski In/Out, Arcade, Pool Table, & More!
Robber's Roost- Sprawling, Ski In/Out, Arcade, Pool Table, & More!
House
Mountain Village, CO, 81435, United States
1.0k from Sherridan Headwall center

Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

6 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$4678
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Sherridan Headwall.

Sherridan Headwall Vacation Rentals on the Map

Frequently Asked Questions

You can explore 971 verified vacation rentals in Sherridan Headwall. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Sherridan Headwall vary depending on the season, property size, and location. Rates typically start from around $596 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Sherridan Headwall include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Sherridan Headwall welcome pets. Currently, 16 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Sherridan Headwall often include amenities such as Fireplace/Heating, Wellness Facilities, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.