Smoking friendly holiday rentals in Security-Widefield

A gravel driveway leads to a single-story house, which features a covered front porch with steps. The house is surrounded by trees and open space, providing a sense of privacy. A BBQ grill is positioned nearby for outdoor cooking.

4.96 out of 5 average rating, 243 reviews

2 bedroom 2 bath house. Pets ok. 420 Friendly.

Cozy & Private 2 bedroom/2 bathroom house! 420 & Pet Friendly! Has a smaller sized dog door leading to fenced in area. Bigger dogs ok, just can't fit through dog door. Private off street parking. Less than 5 mins from anything you need! (Walmart, many restaurants and fast food, gas, pet store, and more) CLEAN 6 person Hot Tub. Nice massage chair. 3 TV's w/ROKU. Washer/Dryer. Queen bed, Full bed, single fold out bed. Couch lays down too. Full kitchen use w/cookware. Coffee supplied. WIFI

Home in Old Colorado City

A round black metal sign features a detailed cannabis leaf design, surrounded by the words 'Ganja Getaway.' The sign is mounted on a white door, emphasizing the contrast between the dark sign and the light background.

4.94 out of 5 average rating, 235 reviews

The Ganja Getaway 420 Friendly

The perfect 420 relaxation destination just minutes from the heart of Old Colorado City and downtown Colorado Springs. Creative space, comfortable rooms, full kitchen, spacious living room and all your ganja smoking supplies make this the perfect lounge pad to feel at home while you enjoy and play in the Springs! LGBTQ+ friendly! Explore hiking, sightseeing, Garden of the Gods, cool shops, restaurants, dispensaries, and all the hidden gems of the Westside. Guests must be 21+ STR Permit #1658

The living room features a wrap-around reclining sectional sofa in warm brown tones, positioned around a light coffee table. Natural light enters through ample windows adorned with light curtains. A wall-mounted TV and artwork add functional and decorative elements to the space.

4.97 out of 5 average rating, 145 reviews

Family Home| 3 Bedrooms+Loft| Deck+Firepit|Games

Welcome to Colorado Springs, enjoy our AirBnb house like it’s your own vacation getaway. You will find this 2-story family home just outside our thriving downtown scene! A short drive from Colorado Springs Airport, downtown, all the military bases, shopping, restaurants, entertainment, and all the local attractions. After a day of adventure, return home and enjoy the provided TVs, board games, books, and all the kitchen essentials. Relax out on the deck and end the night around the fire-pit.

Guest house in Colorado Springs

A uniquely shaped cottage is surrounded by tall trees, with soft lighting highlighting its architectural features. A stone pathway leads to the entrance, while decorative outdoor lights add a touch of charm to the serene woodland setting.

4.99 out of 5 average rating, 109 reviews

The Enchanted Hobbit Cottage

An extraordinarily special place. Serene & Peaceful - Seclusion while still only a few miles to Colo Springs & attractions. Pet & everything friendly. Your cottage sits on your own 3 acres, 10 acres to explore. Everything you need for a solo couples retreat. There are playful touches everywhere (you’ll have to see it to understand). Specifically designed and built by your host – to enhance inspiration and vision. Not just pretty words, that’s the truth. Ron‘s first and foremost, an artist.

A hot tub is situated on the back patio, enclosed by a wooden pergola for privacy. Surrounding greenery and a well-maintained yard enhance the tranquil setting. Water bubbles invitingly within the tub, offering a serene spot for relaxation.

4.86 out of 5 average rating, 1,261 reviews

⫸Cozy Retreat⫷ Fire Pit┃Peloton┃Corn Hole┃Hot Tub

Cozy In-law apt perfect for just one or two people packing a punch: massive shower, fireplace, record player, Roku TV (Hulu/Netflix) & comfiest bed! ★Walk to OTC; Short drive Dwntwn, CC, Pikes Peak, USAFA, UCCS ★YARD: Hot tub, firepit, grill, speaker, yard games, Schwinn bike ★GYM: Peloton, Treadmill & Elliptical. Jump ropes, kettle bells, speaker, Roku TV+MORE! ★DESK: printer, fast WIFI, G00gle Mini & cocktail shaker ★FAMILY: PackNplay, toys, high chair ★Kitchenette: stovetop, blender+more!

Apartment in Garden of the Gods

4.98 out of 5 average rating, 356 reviews

Breathtaking views of the Front Range & Pikes Peak

Imagine relaxing in a place where, right off your deck, you’re surrounded by panoramic views from Cheyenne Mountain to Garden of the Gods, with Pikes Peak towering right in front of you. This updated 2-bedroom, 1-bath top (2nd) floor unit is within walking distance of Garden of the Gods & is conveniently close to OCC, downtown Colorado Springs, Manitou Springs, & more. Surrounded by trails, shopping, & natural beauty, this is your perfect escape to recharge & enjoy the serenity you deserve.

Guest house in Colorado Springs

4.91 out of 5 average rating, 1,082 reviews

✮Downtown Tiny House✮ ✓Fire pit ✓Grill ✓Roku TV

Stay in a converted tiny house that was once a 1900’s Carriage House. ★Five Star cleaning team trained in disinfecting and sanitation ★4 blocks from downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Newly landscaped backyard with fire pit + grill. Shaded patio with seating ★32" TV with Roku w/apps ★Business Travel: Keyless entry + fast wifi ★Fully equipped kitchenette: hot plate, microwave, mini fridge, pots, pans, Keurig + more! ★FREE Colorado-made soda

4.97 out of 5 average rating, 319 reviews

Lake~Paddleboards~Hot Tub~Firepit~BBQ

The closest you'll get to beach vibe with Pikes Peak Views! RARE lakeside home yet only 1 mile from downtown and central to the best in the Springs! 🌟 What you'll love • All king-sized beds • Outdoor glamp bedroom with lake views – guest favorite! • 7person hot tub with Pikes Peak & lake views! • Fully stocked kitchen + BBQ grill + wood-fired pizza oven • Large, fenced yard perfect for families or furry friends • Unlimited paddleboard access on the lake • 420 friendly (outside)

Place to stay in Colorado Springs

A bright living area features a leather couch adorned with throws and colorful cushions. A turquoise chair complements the space, which is enhanced by a light-colored wall and multiple windows. A decorative fireplace serves as a focal point, surrounded by simple decor.

4.93 out of 5 average rating, 171 reviews

The Rabbit Hole “BoHo” Getaway/ Mountain View’s

A-STRP-24-0796 This special place is close to everything, making it easy to plan your visit. The Olympic Training Center is just right around the corner. It is truly Central to everything! The unit and yard have a great view of Pikes Peak and the mountain range. This 1952 duplex will not disappoint . Everything in the unit has been carefully selected to give you an exceptional experience. I am a Colorado native and your accommodations and vacation are a top priority for me!

A hot tub sits gracefully on a wooden deck, with water gently rippling under bright sunlight. Surrounding the area are vibrant flowers and plants in landscaped beds, while a gas grill is positioned nearby under the shade of an umbrella.

4.97 out of 5 average rating, 670 reviews

Colorado Garden Suite

city permit STRP-019382 We hope you enjoy our guest suite You will have space and privacy in the lower level of our home, located in NW Colorado Springs. The suite includes 2 bedrooms with Queen size beds; 1 full bathroom, living area; a Kitchenette handy for ordering in or heating up meals, mini fridge,coffeemaker and water kettle. You will have private use of the 2 person hotub, patio, 420 room and laundry room. Many other amenities are provided for your convenience.

4.98 out of 5 average rating, 462 reviews

A vibrant living space features rich red walls and a decorative umbrella hanging above a vintage-style sofa. Lush greenery adds a natural element, while colorful floor cushions and intricate rugs invite relaxation. A large window allows natural light to brighten the room, showcasing a beautiful view.

Home in Fountain

The Element House of Wonder & Mystery *NoCleanFee*

Winner of The Springs magazine's "Top 25 Airbnbs in Colorado Springs," designator, this property was custom designed by award-winning interior designer Austin William Davidson. "The Element House" -- a place of Mystery and Wonder -- offers super comfortable beds, luxury linens, stunning décor, an amazing backyard and patio, a treasure hunt for guests, historical artifacts, and quality amenities, making this the most interesting and comfortable place to stay in the area!

A fenced backyard is displayed, featuring two wooden lounge chairs positioned on a patch of golden grass. A fire pit is centrally located, with flames flickering inside. The backdrop includes clear blue skies and distant mountain views, enhancing the outdoor setting.

4.91 out of 5 average rating, 183 reviews

180° Mountain Range Views and Centrally Located

Welcome to this centrally located unit with Mountain Views! The unit has a patio, a fenced yard for your dogs, and is business travel ready. The kitchen is stocked with everything you need to enjoy meals together, from a coffee pot to a waffle maker. Also, we provide some children's items to ease travel You are only: 5 minutes to restaurants, movie theaters, parks, and shopping 10 mins to Colorado Springs Airport and 13 mins to Downtown Colorado Springs!

Popular amenities for smoke-friendly rentals in Security-Widefield

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoke-friendly flat rentals

4.97 out of 5 average rating, 88 reviews

Flat in Colorado Springs

Whimsical Wanderlust Hideway with Mtn Range Views

Private room in Colorado Springs

New place to stay

Cozy apartment right next to Fort Collins military

4.96 out of 5 average rating, 96 reviews

Flat in Colorado Springs

Western Peak Pad with Mtn Views

A two-story building with a warm earthy exterior is surrounded by a grassy area and trees. Large windows provide natural light. A balcony extends from the upper level, with outdoor seating beneath for relaxation.

Flat in Cascade-Chipita Park

Private Cascade View

4.94 out of 5 average rating, 62 reviews

Flat in Colorado Springs

Pink Panther Parlor with Mtn Views

Smoke-friendly house rentals

Superhost

Home in Cascade-Chipita Park

2 Hot Tubs + Sauna + Theater | Mountain Retreat

The exterior of the cottage features a welcoming green facade with white trim and a large front porch. A white picket fence surrounds the yard, with a flag displayed prominently. Snow can be seen on the ground, adding a serene touch to the outdoor setting.

4.95 out of 5 average rating, 233 reviews

The Historic Blue Bird Cottage @ base of Rcky Mtns

4.97 out of 5 average rating, 70 reviews

A well-appointed bedroom features a four-poster bed with crisp white linens and decorative pillows. Natural light fills the room through two windows adorned with sheer curtains. A wooden bedside table is positioned on each side of the bed, while a vintage trunk adds character at the foot.

Home in Broadmoor

Cozy & Spacious 1500sf - Near Downtown & Broadmoor

Superhost

4.67 out of 5 average rating, 3 reviews

Have fun & Enjoy Colorado the right way!

A stone walkway meanders through a landscaped area, bordered by pine trees and rock formations. The surrounding greenery provides a natural setting, with a clear blue sky and scattered clouds overhead.

4.93 out of 5 average rating, 28 reviews

Colorado Springs Basement Walkout

A modern, three-story home is presented in a tranquil outdoor setting, surrounded by neatly landscaped greenery. The exterior features a dark blue facade with large windows offering natural light. Gravel pathways lead towards the home, bordered by lush grass and well-maintained shrubs.

4.95 out of 5 average rating, 146 reviews

Modern Cottage Vibe | Springs Retreat + Hot Tub

A spacious living area is furnished with a sectional sofa, accented by decorative pillows in various colors. A coffee table sits at the center, complemented by a rug. Wall-mounted artwork adds color, while warm lighting creates a comfortable ambiance.

5 out of 5 average rating, 21 reviews

Blue Gem in the Valley Family & Dog-Friendly

A light-filled living area features a gray sofa accompanied by a round coffee table, with lush greenery adorning the walls. A wooden dining table is surrounded by four chairs, with a piano adding a musical element to the space.

4.89 out of 5 average rating, 111 reviews

Mountain Views and Close to Downtown Home

Other smoking-friendly holiday rentals

4.92 out of 5 average rating, 72 reviews

A panoramic view captures the vast, open landscape of gentle hills and valleys. Lush green pine trees dot the terrain, leading toward distant mountains under a mostly cloudy sky. The horizon features a range of peaks, hinting at the rugged beauty of the area.

Guest suite in Victor

Mountain Vistas!

4.79 out of 5 average rating, 177 reviews

Tea & Thyme on Cimarron

An expansive deck offers panoramic views of the surrounding landscape, featuring a full swinging day bed. The space is designed with a wooden deck floor, ceiling lights, and a covered roof, creating a comfortable outdoor area for relaxation.

4.86 out of 5 average rating, 21 reviews

Close to Air Force Academy

Camper van/Motorhome in Colorado Springs

A gravel road leads into a countryside setting, framed by tall pine trees. A rustic wooden sign reading 'HAPPY ACRES' is prominently displayed above the entrance, welcoming guests into the serene landscape. Bright blue skies and sunlight create a cheerful atmosphere.

5 out of 5 average rating, 8 reviews

Black Forest vintage Airstream

4.96 out of 5 average rating, 26 reviews

Private Trailhead Suite w/ Patio, Views & Wildlife

Guest house in Old Colorado City

5 out of 5 average rating, 7 reviews

Treehouse Loft | Views + Whirlpool Tub for 2

A welcoming living area features a large television mounted on the wall above a brick fireplace. Natural light filters through large windows covered with blue drapes. A plush couch and a cozy seating arrangement create an inviting space for relaxation.

4.8 out of 5 average rating, 90 reviews

Welcome to Colorado Springs!