Vacation Rentals with Private Pool in The Highlands, CO: Compare 10+ Sites & Save

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

  4.  Colorado

  5.  Breckenridge
  6.  The Highlands

Refine your search

Price per night

Amenity Filter

Rating

273 Best Vacation Rentals with Private Pool in The Highlands (Starting from $127)

Hyatt Vacation Club at The Ranahan
Hyatt Vacation Club at The Ranahan
Apartment
Breckenridge, CO, USA
1.7k from The Highlands center

Apartments, Luxury, Accommodations, Pools, Parking, Serviced apartments, 4-star, Lodgings, Vacation rentals

4 Bedrooms14 Guests
9.1

Superb

666 reviews

$424
Average price / night
Check Availability
New Luxury Modern Riverside Scandinavian Cabin
New Luxury Modern Riverside Scandinavian Cabin
Cabin
Breckenridge, CO, 80424, United States
2.6k from The Highlands center

Arcade, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Kitchen, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$259
Average price / night
Check Availability
4 Mi to Ski Resort Pet-Friendly Breck Cabin
4 Mi to Ski Resort Pet-Friendly Breck Cabin
House
Breckenridge, CO, USA
2.3k from The Highlands center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs

1 Bedroom2 Guests
New to Booking
$184
Average price / night
Check Availability
Ultimate Breckenridge Condo w/Hot Tub, Pool, Sauna. Walk to Main St and Gondola.
Ultimate Breckenridge Condo w/Hot Tub, Pool, Sauna. Walk to Main St and Gondola.
Condo
Breckenridge, CO, 80424, United States
4.2k from The Highlands center

Balcony, Crib, Dryer, Elevator, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
9.8

Exceptional

56 reviews

$387
Average price / night
Check Availability
2BR Riverside Cabin Near Trails with Hot Tub Access
2BR Riverside Cabin Near Trails with Hot Tub Access
House
Breckenridge, CO, USA
2.4k from The Highlands center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

2 Bedrooms5 Guests
9.3

Superb

3 reviews

$173
Average price / night
Check Availability
MTN. Thunder 2BR/2BA Corner Unit - 2 Queens in guest bedroom - 1 Block from Town
MTN. Thunder 2BR/2BA Corner Unit - 2 Queens in guest bedroom - 1 Block from Town
Condo
Breckenridge, CO, 80424, United States
4.3k from The Highlands center

Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms6 Guests
9.8

Exceptional

210 reviews

$310
Average price / night
Check Availability
Perfect Getaway Cabin with Nearby Hike&Bike Trails
Perfect Getaway Cabin with Nearby Hike&Bike Trails
House
Breckenridge, CO, USA
2.4k from The Highlands center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
5.0

Review score

1 reviews

$238
Average price / night
Check Availability
A Downtown Breck Oasis. Enjoy Convenience with Onsite Pool sh15
A Downtown Breck Oasis. Enjoy Convenience with Onsite Pool sh15
Condo
Breckenridge, CO, 80424, United States
4.4k from The Highlands center

Balcony, Barbecue, Elevator, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms7 Guests
8.8

Fabulous

54 reviews

$305
Average price / night
Check Availability
Lakefront Breckenridge Cabin 6 Mi to Ski Resort!
Lakefront Breckenridge Cabin 6 Mi to Ski Resort!
House
Breckenridge, CO, USA
2.5k from The Highlands center

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

1 Bedroom4 Guests
6.5

Good

2 reviews

$402
Average price / night
Check Availability
LUXURIOUS 1,400 SQFT TOWN HOME, SKI-IN, WALK TO GONDOLA AND MAIN ST BRECKENRIDGE
LUXURIOUS 1,400 SQFT TOWN HOME, SKI-IN, WALK TO GONDOLA AND MAIN ST BRECKENRIDGE
House
Breckenridge, CO, 80424, United States
4.4k from The Highlands center

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

2 Bedrooms6 Guests
10.0

Exceptional

116 reviews

$401
Average price / night
Check Availability
Claimjumper by Ski Country Resorts
Claimjumper by Ski Country Resorts
Apartment
Breckenridge, CO, USA
3.2k from The Highlands center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Jacuzzis, Places to stay

3 Bedrooms10 Guests
9.4

Superb

5 reviews

$167
Average price / night
Check Availability
Ideal Breck Location! Modern Updates Throughout. Private Balcony. SH52
Ideal Breck Location! Modern Updates Throughout. Private Balcony. SH52
Condo
Breckenridge, CO, 80424, United States
4.5k from The Highlands center

Balcony, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms8 Guests
8.0

Good

36 reviews

$314
Average price / night
Check Availability
Claimjumper #30
Claimjumper #30
House
Breckenridge, CO, USA
3.3k from The Highlands center

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

3 Bedrooms10 Guests
New to Booking
$306
Average price / night
Check Availability
Mtn Retreat with Stunning Views & Prime Location! Onsite Outdoor Pool. SH50
Mtn Retreat with Stunning Views & Prime Location! Onsite Outdoor Pool. SH50
Condo
Breckenridge, CO, 80424, United States
4.5k from The Highlands center

Balcony, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms8 Guests
9.2

Superb

66 reviews

$339
Average price / night
Check Availability
Longbranch Condo Cozy 2BDR - Walk to Main Street
Longbranch Condo Cozy 2BDR - Walk to Main Street
House
Breckenridge, CO, USA
4.2k from The Highlands center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

2 Bedrooms7 Guests
9.3

Superb

10 reviews

$194
Average price / night
Check Availability
Beautiful one bedroom condo and steps from downtown Breckenridge
Beautiful one bedroom condo and steps from downtown Breckenridge
Condo
Breckenridge, CO, 80424, United States
4.5k from The Highlands center

Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater

1 Bedroom4 Guests
9.8

Exceptional

89 reviews

$186
Average price / night
Check Availability
Modern 3 BDR Heart of Downtown Walk Everywhere
Modern 3 BDR Heart of Downtown Walk Everywhere
House
Breckenridge, CO, USA
4.2k from The Highlands center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms8 Guests
9.7

Exceptional

3 reviews

$257
Average price / night
Check Availability
Penthouse Luxury Ski-In/Ski-Out Christmas Week-Sleeps 8
Penthouse Luxury Ski-In/Ski-Out Christmas Week-Sleeps 8
Condo
Breckenridge, CO, 80424, United States
4.7k from The Highlands center

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

2 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$1148
Average price / night
Check Availability
Chic 2BDR Downtown Condo Walk Everywhere
Chic 2BDR Downtown Condo Walk Everywhere
House
Breckenridge, CO, USA
4.2k from The Highlands center

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

2 Bedrooms7 Guests
8.1

Very Good

6 reviews

$127
Average price / night
Check Availability
Longbranch 215 by Ski Country Resorts
Longbranch 215 by Ski Country Resorts
Apartment
Breckenridge, CO, USA
4.2k from The Highlands center

Apartments, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay

1 Bedroom6 Guests
New to Booking
$173
Average price / night
Check Availability
Luxury 1 Bedroom Master, Ski-In/Ski-Out @ Grand Lodge on Peak 7\n
Luxury 1 Bedroom Master, Ski-In/Ski-Out @ Grand Lodge on Peak 7\n
Condo
Breckenridge, CO, 80424, United States
4.7k from The Highlands center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Heater

1 Bedroom4 Guests
10.0

Exceptional

5 reviews

$847
Average price / night
Check Availability
Luxury 2 Bedroom, Ski-In/Ski-Out at Grand Lodge on Peak 7
Luxury 2 Bedroom, Ski-In/Ski-Out at Grand Lodge on Peak 7
Condo
Breckenridge, CO, 80424, United States
4.7k from The Highlands center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking

2 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1517
Average price / night
Check Availability
New Years Week ADA friendly, 2BR sleep 8; Ski In-Out Breckenridge CO
New Years Week ADA friendly, 2BR sleep 8; Ski In-Out Breckenridge CO
Condo
Breckenridge, CO, 80424, United States
4.7k from The Highlands center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment

2 Bedrooms10 Guests
9.6

Exceptional

4 reviews

$1740
Average price / night
Check Availability
Christmas Week Ski In/Out Mtn View Sleeps 8 Grand Lodge Peak 7 Breckenridge CO
Christmas Week Ski In/Out Mtn View Sleeps 8 Grand Lodge Peak 7 Breckenridge CO
Condo
Breckenridge, CO, 80424, United States
4.7k from The Highlands center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking

2 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$1235
Average price / night
Check Availability
Ski In/Ski Out from the Peak 7 Independence Super Chair
Ski In/Ski Out from the Peak 7 Independence Super Chair
Condo
Breckenridge, CO, 80424, United States
4.7k from The Highlands center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment

2 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$898
Average price / night
Check Availability
ON THE SLOPES. FAST RESPONSE. Ski Side Corner Unit, Crystal Peak Lodge 2BR/2BA
ON THE SLOPES. FAST RESPONSE. Ski Side Corner Unit, Crystal Peak Lodge 2BR/2BA
Condo
Breckenridge, CO, 80424, United States
4.8k from The Highlands center

Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms6 Guests
10.0

Exceptional

185 reviews

$464
Average price / night
Check Availability
Modern Breckenridge Penthouse.  Ski-in/ski-out!
Modern Breckenridge Penthouse. Ski-in/ski-out!
Condo
Breckenridge, CO, 80424, United States
4.8k from The Highlands center

Arcade, Balcony, Barbecue, Crib, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment

2 Bedrooms6 Guests
10.0

Exceptional

18 reviews

$713
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 with Private Pool in The Highlands.

Where to stay in The Highlands? Best neighborhoods & areas

Stay Near The Highlands's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

The Highlands Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 273 verified vacation rentals with a private pool in The Highlands. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in The Highlands vary depending on the property size, location, and travel season. Rates typically start from around $127 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in The Highlands also welcome pets. Currently, 8 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in The Highlands often include additional features such as Pool, Private Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in The Highlands include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.