Book Holiday Homes in Jamestown

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Jamestown

River Ridge Cottages

River Ridge Cottages

3 out of 5
1752 Highway 66, Estes Park, CO
When you stay at River Ridge Cottages in Estes Park, you'll be on a river, a 1-minute drive from Rocky Mountain National Park and 6 minutes from The Stanley ...
River Ridge Cottages
Large Mountain home with HOT TUB, arcade, frisbee golf, and more!

Large Mountain home with HOT TUB, arcade, frisbee golf, and more!

Estes Park
When you stay at this vacation home in Estes Park, you'll be in the mountains, within a 10-minute drive of Rocky Mountain National Park and The Stanley ...
Large Mountain home with HOT TUB, arcade, frisbee golf, and more!
 RIDGEVIEW RETREAT/ Huge views! Hot tub, fireplaces, A/C,  and location!

RIDGEVIEW RETREAT/ Huge views! Hot tub, fireplaces, A/C, and location!

Estes Park
When you stay at this vacation home in Estes Park, you'll be in the mountains, within a 5-minute drive of Rocky Mountain National Park and The Stanley ...
RIDGEVIEW RETREAT/ Huge views! Hot tub, fireplaces, A/C, and location!
Save an average of 15% on thousands of hotels when you're signed in
Private Luxury Rocky Mountain Estate “The Lodge” Phenomenal BIG Mountain Views

Private Luxury Rocky Mountain Estate “The Lodge” Phenomenal BIG Mountain Views

Estes Park
With a stay at this vacation home in Estes Park, you'll be within a 10-minute drive of Rocky Mountain National Park and The Stanley Hotel.
Private Luxury Rocky Mountain Estate “The Lodge” Phenomenal BIG Mountain Views
New Listing! Beautiful Remodeled Cabin! Excellent Location! WIFI

New Listing! Beautiful Remodeled Cabin! Excellent Location! WIFI

Estes Park
The price is AU$629 per night from 24 Nov to 25 Nov
AU$629
includes taxes & fees
24 Nov - 25 Nov
With a stay at this vacation home in Estes Park, you'll be a 1-minute drive from Rocky Mountain National Park and 7 minutes from The Stanley Hotel.
New Listing! Beautiful Remodeled Cabin! Excellent Location! WIFI
4BR Mountain Escape Family Friendly, Sleeps 10

4BR Mountain Escape Family Friendly, Sleeps 10

2 out of 5
Winter Park
With a stay at this vacation home in Winter Park, you'll be in the mountains, within a 15-minute drive of Winter Park Ski Resort and Bella Vita.
4BR Mountain Escape Family Friendly, Sleeps 10
Vista of Lake Estes by Estes Park Homes

Vista of Lake Estes by Estes Park Homes

Estes Park
The price is AU$1,816 per night from 2 Dec to 3 Dec
AU$1,816
includes taxes & fees
2 Dec - 3 Dec
With a stay at this vacation home, you'll be centrally located in Estes Park, a 3-minute drive from The Stanley Hotel and 6 minutes from Rocky Mountain National ...
Vista of Lake Estes by Estes Park Homes
Bear Tree Cabin - 4 bedroom home - walk to town & The Stanley Hotel

Bear Tree Cabin - 4 bedroom home - walk to town & The Stanley Hotel

Estes Park
With a stay at this vacation home, you'll be centrally located in Estes Park, within a 5-minute drive of Rocky Mountain National Park and The Stanley Hotel.
Bear Tree Cabin - 4 bedroom home - walk to town & The Stanley Hotel
Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub

Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub

Winter Park
With a stay at this vacation home in Winter Park, you'll be within a 10-minute drive of Winter Park Ski Resort and Winter Park Visitor Center.
Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub
Don't see what you're looking for?
See all available properties in Jamestown
View all properties
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.

Jamestown Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Jamestown vacation homes are the perfect way for you to wing it.

Holiday houses in Jamestown let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Jamestown in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Jamestown adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Jamestown with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Jamestown vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Jamestown Holiday Homes essential information

Accommodation
1570 Holiday Homes
Lowest Price
AU$184
Highest Price
AU$1,816
Popular accommodation
River Ridge Cottages, Large Mountain home with HOT TUB, arcade, frisbee golf, and more! , RIDGEVIEW RETREAT/ Huge views! Hot tub, fireplaces, A/C, and location!, Private Luxury Rocky Mountain Estate “The Lodge” Phenomenal BIG Mountain Views, New Listing! Beautiful Remodeled Cabin! Excellent Location! WIFI, 4BR Mountain Escape Family Friendly, Sleeps 10, Vista of Lake Estes by Estes Park Homes, Bear Tree Cabin - 4 bedroom home - walk to town & The Stanley Hotel, Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub

Top trending hotels in Jamestown

Ameristar Casino Resort Spa Black Hawk

Ameristar Casino Resort Spa Black Hawk

4 out of 5
111 Richman St, Black Hawk, CO
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 1 Dec to 2 Dec
AU$184
includes taxes & fees
1 Dec - 2 Dec
When you stay at Ameristar Casino Resort Spa Black Hawk in Black Hawk, you'll be on the Strip, just steps from Ameristar Casino Black Hawk and 5 minutes by foot ...
Ameristar Casino Resort Spa Black Hawk
Monarch Casino Resort Spa Black Hawk

Monarch Casino Resort Spa Black Hawk

4 out of 5
488 Main St, Black Hawk, CO
The price is AU$269 per night from 5 Dec to 6 Dec
AU$269
includes taxes & fees
5 Dec - 6 Dec
When you stay at Monarch Casino Resort Spa Black Hawk in Black Hawk, you'll be in the mountains, within a 10-minute walk of Ameristar Casino Black Hawk and Monarch ...
Monarch Casino Resort Spa Black Hawk
Hotel Boulderado

Hotel Boulderado

3.5 out of 5
2115 13th St, Boulder, CO
Fully refundableReserve now, pay when you stay
The price is AU$275 per night from 24 Nov to 25 Nov
AU$275
includes taxes & fees
24 Nov - 25 Nov
A stay at Hotel Boulderado places you in the heart of Boulder, just a 3-minute walk from Pearl Street Mall and within a 5-minute drive of University of Colorado ...
Hotel Boulderado
Save an average of 15% on thousands of hotels when you're signed in
Tiny Town Cabins

Tiny Town Cabins

3 out of 5
830 Moraine Avenue, Estes Park, CO
When you stay at this cabin in Estes Park, you'll be in the business district, a 1-minute drive from Rocky Mountain National Park and 5 minutes from The Stanley ...
Tiny Town Cabins
Don't see what you're looking for?
See all available properties in Jamestown
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.