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Hillside Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Hillside holiday rentals

Mountain view

1. Hillside Colorado Cottages near Westcliffe

Hillside Colorado Cottages near Westcliffe
3.0 star property
Hillside
9.8 out of 10, Exceptional, (98 reviews)
"Great stay"
United States
Melissa
The price is HK$1,085
HK$1,460 total
includes taxes & fees
18 Aug - 19 Aug
Hillside Colorado Cottages near Westcliffe
Property entrance

2. Lamp Post Lodge

Lamp Post Lodge
3.0 star property
Westcliffe
9.4 out of 10, Exceptional, (86 reviews)
"Check in was smooth, the room was clean & comfortable, the location was perfect."
United States
Tino
The price is HK$1,138
HK$1,381 total
includes taxes & fees
25 Aug - 26 Aug
Lamp Post Lodge
Exterior

3. Dark Sky Suites

Dark Sky Suites
2.5 star property
Westcliffe
9.0 out of 10, Wonderful, (166 reviews)
"It's within walking distance of main Street and the observatory. Beautiful town and folks were very helpful"
United States
Monica
The price is HK$1,014
HK$1,243 total
includes taxes & fees
23 Aug - 24 Aug
Dark Sky Suites
Exterior

4. Ravens Fun Bunkhouse for up to 6, Dbl Bathroom, W/D, Patio w/ Fire Pit & Grill

Ravens Fun Bunkhouse for up to 6, Dbl Bathroom, W/D, Patio w/ Fire Pit & Grill
Westcliffe
10.0 out of 10, Exceptional, (95 reviews)
"It is always a good experience staying here."
United States
Janette D.
The price is HK$816
HK$1,664 total
includes taxes & fees
23 Aug - 24 Aug
Ravens Fun Bunkhouse for up to 6, Dbl Bathroom, W/D, Patio w/ Fire Pit & Grill
1 bedroom, iron/ironing board, free WiFi, bed sheets

5. Ravens Starry Nights 3rm Suite, Kitchenette, Soaking Tub, Patio Fire Pit & Grill

Ravens Starry Nights 3rm Suite, Kitchenette, Soaking Tub, Patio Fire Pit & Grill
Westcliffe
9.8 out of 10, Exceptional, (78 reviews)
"Great place to stay! Always clean and well equipped for an enjoyable stay."
United States
Kim Y.
The price is HK$816
HK$1,664 total
includes taxes & fees
23 Aug - 24 Aug
Ravens Starry Nights 3rm Suite, Kitchenette, Soaking Tub, Patio Fire Pit & Grill
Interior

6. King Mountain Suite

King Mountain Suite
Westcliffe
9.8 out of 10, Exceptional, (18 reviews)
"Comfortable room, convenient location, responsive host. I would stay again!"
United States
Erik
The price is HK$863
HK$1,483 total
includes taxes & fees
15 Sept - 16 Sept
King Mountain Suite
Interior

7. Cotopaxi Escape w/ Game Room on Arkansas River!

Cotopaxi Escape w/ Game Room on Arkansas River!
3.0 star property
Cotopaxi
The price is HK$2,142
HK$4,156 total
includes taxes & fees
27 Aug - 28 Aug
Cotopaxi Escape w/ Game Room on Arkansas River!
1 bedroom, free WiFi, bed sheets

8. Ravens Sunny Days King Studio w/Kitchenette, w/d, deck fire pit/grill

Ravens Sunny Days King Studio w/Kitchenette, w/d, deck fire pit/grill
Westcliffe
9.8 out of 10, Exceptional, (43 reviews)
"Great location and a very nice place to stay!"
United States
Anonymous traveller
The price is HK$996
HK$1,896 total
includes taxes & fees
15 Sept - 16 Sept
Ravens Sunny Days King Studio w/Kitchenette, w/d, deck fire pit/grill
Interior

9. Ravens Little Brick Lodge on Main, King, Living Rm, Kitchen, Grill, Dog ok

Ravens Little Brick Lodge on Main, King, Living Rm, Kitchen, Grill, Dog ok
Westcliffe
10.0 out of 10, Exceptional, (23 reviews)
"The place was adorable and the bed was comfortable. We loved staying right on Main street!"
United States
Anonymous traveller
The price is HK$816
HK$1,664 total
includes taxes & fees
29 Aug - 30 Aug
Ravens Little Brick Lodge on Main, King, Living Rm, Kitchen, Grill, Dog ok
1 bedroom, iron/ironing board, free WiFi, bed sheets

10. Ravens Hideaway Cottage on Main, King, KItchen, Living Rm, w/d & Patio w/Grill

Ravens Hideaway Cottage on Main, King, KItchen, Living Rm, w/d & Patio w/Grill
Westcliffe
9.8 out of 10, Exceptional, (25 reviews)
"Great location...very convenient to those we were visiting. Beds VERY comfortable...would definitely recommend to others...Hope to use again on next visit...just like HOME!"
United States
Kerry T.
The price is HK$816
HK$1,664 total
includes taxes & fees
23 Aug - 24 Aug
Ravens Hideaway Cottage on Main, King, KItchen, Living Rm, w/d & Patio w/Grill
Property grounds

11. Cotopaxi Escape w/ Game Room on Arkansas River!

Cotopaxi Escape w/ Game Room on Arkansas River!
Cotopaxi
9.2 out of 10, Wonderful, (39 reviews)
"Very cozy and relaxing. My family and I had an amazing time would easily rent again in the future "
United States
Robert M.
The price is HK$1,718
HK$4,248 total
includes taxes & fees
27 Aug - 28 Aug
Cotopaxi Escape w/ Game Room on Arkansas River!
Interior

12. Ravens Avenue 4rm Suite on Main, king bdrm w/fireplace, patio w/grill, dog ok

Ravens Avenue 4rm Suite on Main, king bdrm w/fireplace, patio w/grill, dog ok
Westcliffe
10.0 out of 10, Exceptional, (12 reviews)
"great location with plenty of room! Would definitely stay here again!"
United States
Jeff
Ravens Avenue 4rm Suite on Main, king bdrm w/fireplace, patio w/grill, dog ok
TV, fireplace

13. Cozy Dog-Friendly Cottage: The Main Suite

Cozy Dog-Friendly Cottage: The Main Suite
Westcliffe
9.6 out of 10, Exceptional, (28 reviews)
"The place was very nice and in an excellent location. Easy instructions for arrival and departure. "
United States
Jeff
The price is HK$957
HK$1,604 total
includes taxes & fees
14 Sept - 15 Sept
Cozy Dog-Friendly Cottage: The Main Suite
Property grounds

14. Quiet Motel Room Near Ark River - 15 min to Salida

Quiet Motel Room Near Ark River - 15 min to Salida
Howard
10.0 out of 10, Exceptional, (1 review)
"Staff"
United States
Adrienne
The price is HK$678
HK$883 total
includes taxes & fees
17 Aug - 18 Aug
Quiet Motel Room Near Ark River - 15 min to Salida
Interior

15. Dog-Friendly Mountain Retreat: Aspen Suite

Dog-Friendly Mountain Retreat: Aspen Suite
Westcliffe
10.0 out of 10, Exceptional, (24 reviews)
"Great stay, wonderful small town feel. "
United States
Victoria O.
The price is HK$1,044
HK$1,854 total
includes taxes & fees
14 Sept - 15 Sept
Dog-Friendly Mountain Retreat: Aspen Suite
Coffee/tea maker, fridge, microwave, oven

16. Upscale 2BR Mountain Retreat

Upscale 2BR Mountain Retreat
Westcliffe
9.8 out of 10, Exceptional, (21 reviews)
"Cute place "
United States
Sabrina w.
The price is HK$1,303
HK$2,225 total
includes taxes & fees
14 Sept - 15 Sept
Upscale 2BR Mountain Retreat
Interior

17. Spruce Mountain Getaway ~ Aspen House

Spruce Mountain Getaway ~ Aspen House
Cotopaxi
10.0 out of 10, Exceptional, (42 reviews)
"Everything went wonderful, what a cute spot to stay!"
United States
Holly H.
The price is HK$1,138
HK$2,217 total
includes taxes & fees
19 Aug - 20 Aug
Spruce Mountain Getaway ~ Aspen House
Interior

18. Cozy River Cabin with Arkansas River View

Cozy River Cabin with Arkansas River View
Howard
8.0 out of 10, Very good, (2 reviews)
"Beautiful view and great hospitality!"
United States
Summer S.
The price is HK$1,427
HK$2,908 total
includes taxes & fees
17 Aug - 18 Aug
Cozy River Cabin with Arkansas River View
Property grounds

19. Single Level w/ Hot Tub and patios with 360° Views!

Single Level w/ Hot Tub and patios with 360° Views!
Westcliffe
10.0 out of 10, Exceptional, (121 reviews)
"Exceptional Accommodations, nestled at the base of most beautiful mountainRange in the sweetest little town in Colorado! Comfortable, peaceful and thoughtfully assembled. We will be back to enjoy this wonderful home again-soon!"
United States
Sarrah P.
The price is HK$1,334
HK$3,519 total
includes taxes & fees
31 Aug - 1 Sept
Single Level w/ Hot Tub and patios with 360° Views!
Property grounds

20. Serene • Firepit • Romantic

Serene • Firepit • Romantic
Howard
9.8 out of 10, Exceptional, (16 reviews)
"Clean and private home! Great for enjoying nature, your family, and the mountain air. "
United States
Kelsey S.
The price is HK$1,177
HK$2,832 total
includes taxes & fees
23 Aug - 24 Aug
Serene • Firepit • Romantic
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 Hillside Hotel Reviews

Hillside Colorado Cottages near Westcliffe

Hillside Colorado Cottages near Westcliffe

10/10 Excellent
"It's our 2nd stay here and we love this little haven. Quiet, beautiful trees surround the property."
Daniel 1-night trip
Posted 2 days ago
Hillside Colorado Cottages near Westcliffe

Find out more about Hillside

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

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

Frequently asked questions

Are there holiday rentals in Hillside?

Yes, there are holiday rentals close to the most popular sights in Hillside, or you can select a more secluded option if you're looking for a relaxing stay. Hillside is known for its mountain views.

What are some of the best holiday rentals that Hillside has to offer?

Secluded Riverfront Retreat w/hot tub & private river access: This holiday home rental outside of Hillside is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Hillside?

Explore the area and family-friendly sights such as Smokey Jack Observatory, or get out into nature at a spot like Valley View Hot Springs. Silver Cliff Museum and The Historic Beckwith Ranch are a couple of places you'll find in the wider area.

What’s a holiday rental in Hillside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillside. Holiday rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a small group gathering.