Vacation Rentals in Midland Trail, CO: Compare 10+ Sites & Save

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1343 Best Vacation Rentals in Midland Trail (Starting from $102)

Peakstone Nest Cozy Fire Pit & Workstation Ready
Peakstone Nest Cozy Fire Pit & Workstation Ready
House
Colorado Springs, CO, USA
0.5k from Midland Trail center

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

3 Bedrooms8 Guests
New to Booking
$304
Average price / night
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Peakstone Nest! Pet-Friendly & Fire Pit, Workspace
Peakstone Nest! Pet-Friendly & Fire Pit, Workspace
House
Colorado Springs, CO, 80905, United States
0.5k from Midland Trail center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
8.6

Fabulous

4 reviews

$300
Average price / night
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Blackstone Hideaway Downtown Lower-Level Apt
Blackstone Hideaway Downtown Lower-Level Apt
House
CO, USA
0.6k from Midland Trail center

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

2 Bedrooms6 Guests
6.0

Review score

3 reviews

$135
Average price / night
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Unique two bedroom house in a great location in Colorado springs.
Unique two bedroom house in a great location in Colorado springs.
House
Colorado Springs, CO, 80905, United States
0.5k from Midland Trail center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.8

Exceptional

97 reviews

$145
Average price / night
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Blackstone Trails Downtown w BBQ & Fire Pit
Blackstone Trails Downtown w BBQ & Fire Pit
House
Colorado Springs, CO, USA
0.6k from Midland Trail center

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

2 Bedrooms6 Guests
8.0

Good

3 reviews

$177
Average price / night
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Modern Central Springs Bungalow | Walk to Cafés!
Modern Central Springs Bungalow | Walk to Cafés!
House
Colorado Springs, CO, 80905, United States
0.6k from Midland Trail center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.2

Superb

9 reviews

$211
Average price / night
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Designer Retreat Central loc walk to brewery cafe
Designer Retreat Central loc walk to brewery cafe
House
Colorado Springs, CO, USA
0.6k from Midland Trail center

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

1 Bedroom4 Guests
New to Booking
$273
Average price / night
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The Savannah Joy
The Savannah Joy
House
Colorado Springs, CO, 80905, United States
0.6k from Midland Trail center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$235
Average price / night
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Central Colorado Springs Home with Alluring Backyard
Central Colorado Springs Home with Alluring Backyard
House
Colorado Springs, CO, USA
0.8k from Midland Trail center

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

2 Bedrooms4 Guests
New to Booking
$183
Average price / night
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Urban Downtown Basecamp Near Colorado Springs Bars & Restaurants
Urban Downtown Basecamp Near Colorado Springs Bars & Restaurants
Apartment
Colorado Springs, CO, 80903, United States
0.6k from Midland Trail center

AC, Heater, Internet, Laundry, No Smoking

1 Bedroom4 Guests
New to Booking
$171
Average price / night
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2 bedroom* Minutes from downtown *Firepit
2 bedroom* Minutes from downtown *Firepit
House
Colorado Springs, CO, USA
0.9k from Midland Trail center

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

2 Bedrooms6 Guests
New to Booking
$342
Average price / night
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Gorgeous Loft at Downtown's Edge
Gorgeous Loft at Downtown's Edge
House
Colorado Springs, CO, 80905, United States
0.6k from Midland Trail center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom4 Guests
9.6

Exceptional

11 reviews

$176
Average price / night
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3 bedroom *Downtown* with Firepit
3 bedroom *Downtown* with Firepit
House
Colorado Springs, CO, USA
0.9k from Midland Trail center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$337
Average price / night
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Romantic Escape 1-bedroom apartment in Colorado Springs perfect for your stay
Romantic Escape 1-bedroom apartment in Colorado Springs perfect for your stay
Apartment
Colorado Springs, CO, 80905, United States
0.7k from Midland Trail center

Heater, Internet, No Smoking

1 Bedroom4 Guests
New to Booking
$194
Average price / night
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Crescent Estate - Golf Hot Tub BBQ Large Groups
Crescent Estate - Golf Hot Tub BBQ Large Groups
House
Colorado Springs, CO, USA
0.9k from Midland Trail center

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

8 Bedrooms20 Guests
New to Booking
$1730
Average price / night
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Downtown-West Victorian House
Downtown-West Victorian House
House
Colorado Springs, CO, 80905, United States
0.7k from Midland Trail center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.6

Exceptional

72 reviews

$208
Average price / night
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Crescent Mansion - Golf Hot Tub BBQ Skyline Views
Crescent Mansion - Golf Hot Tub BBQ Skyline Views
House
Colorado Springs, CO, USA
0.9k from Midland Trail center

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

6 Bedrooms14 Guests
10.0

Exceptional

2 reviews

$793
Average price / night
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Walkable to Dwntown —  Spa Shower, Firepit, Grill
Walkable to Dwntown — Spa Shower, Firepit, Grill
House
Colorado Springs, CO, 80905, United States
0.7k from Midland Trail center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom4 Guests
9.8

Exceptional

152 reviews

$188
Average price / night
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Crescent Penthouse - Downtown Hot Tub Golf Foos
Crescent Penthouse - Downtown Hot Tub Golf Foos
Apartment
Colorado Springs, CO, USA
0.9k from Midland Trail center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms6 Guests
6.0

Review score

2 reviews

$196
Average price / night
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Downtown Lightning Lab — Foosball + Pet Friendly
Downtown Lightning Lab — Foosball + Pet Friendly
House
Colorado Springs, CO, 80905, United States
0.7k from Midland Trail center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

2 Bedrooms6 Guests
10.0

Exceptional

173 reviews

$246
Average price / night
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3BR Charming Modern Victorian Home Downtown
3BR Charming Modern Victorian Home Downtown
House
Colorado Springs, CO, USA
0.9k from Midland Trail center

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

3 Bedrooms6 Guests
New to Booking
$270
Average price / night
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The Cottage
The Cottage
Cottage
Colorado Springs, CO, 80905, United States
0.7k from Midland Trail center

AC, Barbecue, Free Parking, Heater, Internet, Microwave, No Smoking, Patio, TV

1 Bedroom2 Guests
9.4

Superb

38 reviews

$102
Average price / night
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Huge Epic Views 2 Rooftop Lounges Prime Area
Huge Epic Views 2 Rooftop Lounges Prime Area
House
Colorado Springs, CO, USA
1.0k from Midland Trail center

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

8 Bedrooms16 Guests
New to Booking
$1126
Average price / night
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Historic Tesla’s Cottage
Historic Tesla’s Cottage
Cottage
Colorado Springs, CO, 80905, United States
0.7k from Midland Trail center

AC, Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave

1 Bedroom2 Guests
10.0

Exceptional

7 reviews

$139
Average price / night
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Hidden Treasures Cottage
Hidden Treasures Cottage
Cottage
Colorado Springs, CO, 80905, United States
0.8k from Midland Trail center

AC, Arcade, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$291
Average price / night
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King Room Walk to Downtown Colorado Springs Dining, Bars & Nightlife
King Room Walk to Downtown Colorado Springs Dining, Bars & Nightlife
Apartment
Colorado Springs, CO, 80903, United States
0.8k from Midland Trail center

AC, Heater, Laundry, No Smoking

1 Bedroom2 Guests
New to Booking
$159
Average price / night
Check Availability
Central Colorado Springs Home w/ Alluring Backyard
Central Colorado Springs Home w/ Alluring Backyard
House
Colorado Springs, CO, 80905, United States
0.8k from Midland Trail center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry

2 Bedrooms4 Guests
9.4

Superb

33 reviews

$177
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 Midland Trail.

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Midland Trail Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1343 verified vacation rentals in Midland Trail. 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 Midland Trail vary depending on the season, property size, and location. Rates typically start from around $102 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 Midland Trail 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 Midland Trail welcome pets. Currently, 39 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 Midland Trail often include amenities such as Fireplace/Heating, Internet, and Child Friendly. 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.