Holiday rentals with a pool in Aspen

The living area is designed with a cozy gas fireplace, complemented by a mounted television above the mantel. A sectional couch and a leather armchair are arranged for comfort, while a wooden coffee table sits in the center, surrounded by tasteful decor and a patterned area rug.

4.98 out of 5 average rating, 112 reviews

Perfection Steps 2 Slopes HotTub/Pool/Wifi/Parking

Newly remodeled and centrally located 2bd/2ba condo. Walk to the Assay Hill lift and the Snowmass Center (grocery store, restaurants, & liquor store) or pick up a free shuttle to anywhere in the village right outside your front door. Pool and Hot Tub for guests at the Seasons Four welcome center. Incredible open concept kitchen with lovely natural light and space to entertain. New appliances and re done bathrooms will have you not wanting to go home. Wifi, Smart TV's, in unit laundry & parking.

A modern living area features a sleek lounge chair beside a warm wood-burning fireplace. Large windows provide a view of the lush greenery and flowing river outside, with natural light enhancing the serene ambiance of the room.

4.84 out of 5 average rating, 172 reviews

Modern Riverfront Condo In Downtown Aspen

This spectacular retreat sits right on the banks of the Roaring Fork, with unobstructed views & the running river audible throughout. This space has it all: a great room with wood-burning fireplace, chef's kitchen, tranquil sanctuary bedroom, spa bathroom, spacious riverfront deck. Quiet & serene, although just a few blocks from downtown & the gondola. Condo amenities include heated lap pool & spa hot tubs & renovated gym & lockers - a luxury spa experience - nothing like this anywhere in Aspen!

A spacious living area is decorated with a sectional sofa, leather armchairs, and a rustic coffee table. An elegantly designed kitchen and dining space are visible in the background, while a stone fireplace provides warmth and character to the room.

4.89 out of 5 average rating, 546 reviews

Exquisite Luxury, Just Steps from Lifts & Village!

Stay in tasteful luxury just steps from Snowmass Village Express and Snowmass Mall. This beautiful studio condo is exquisitely furnished with an effortless blend of rustic and modern finishes, with tons of natural light from its six large windows. No need to drive to the ski hill! Put your gear on at the unit and walk just 100 feet to the slopes. In the summer, there's equally easy access to the best hiking and mountain biking in Snowmass. Welcome to your own alpine Paradise! #050722

An open living area is highlighted by wooden beams and large windows. A modern gray sectional sofa and a dark wood coffee table are positioned on a striped rug. A rectangular dining table with six chairs sits near the kitchen, featuring sleek cabinetry and stainless-steel appliances.

4.91 out of 5 average rating, 121 reviews

Ski-in/out Mountain Modern Base Village Condo

New & stylish ski-in / ski-out ONE-bedroom centrally-located mountain modern condo. This top floor Lichenhearth condo neighbors Snowmass Base Village and is just steps from the main Snowmass chairlift, Village Express. & ski school. Everything Snowmass Village has to offer is easy walking access. This private complex has the closest hot tub and heated pool to the Village Express lift. It also has an elevator, 1 covered parking spot, ski storage room and laundry room! STR # 044856

4.95 out of 5 average rating, 341 reviews

Two wooden bar chairs are positioned on a deck, offering views of Lake Dillon and the surrounding mountains. A bottle of wine is placed on the railing, enhancing the serene atmosphere. The expansive landscape includes a cloudy sky reflecting the soft light over the water.

Apartment in Dillon

Lakeside w/ Mtn Views, Access Ski & Sport NO PETS

Immaculately kept and charmingly furnished with cozy mountain decor, and views across Lake Dillon with the snow-capped peaks of the 13,000 ft. Ten Mile Range. The deck boasts front row seats for inspiring sunrises, and striking sunsets-5 major ski resorts within 30 minutes and outdoor activities. The Dillon Amphitheatre (2 min. walk), marina, shops, and eateries are a short walk away. Booking guest MUST BE AT LEAST 25 YEARS OLD. PLEASE NO SMOKING AND/OR PETS INSIDE OR OUTSIDE.

4.91 out of 5 average rating, 416 reviews

A view of the resort exterior is presented, set against a backdrop of tall pine trees and rolling mountains. The building features multiple balconies and a warm color palette, reflecting a blend of rustic charm and modern convenience.

Apartment in Vail

Marriott's StreamSide Birch 1BD sleeps 4 -6

WELCOME TO MARRIOTT'S STREAMSIDE BIRCH AT VAIL FEEL THE SPIRIT OF THE ROCKIES IN VAIL, COLORADO Set amid world-class ski slopes and year-round outdoor recreation, Marriott's Streamside Birch at Vail invites you to play among the Colorado mountains. Ski 3,000 acres of fresh powder at Vail's Back Bowls, hike the lush White River National Forest, shop the boutiques at Cascade Village, raft dazzling rivers and enjoy endless leisure activities in the great outdoors.

The living area features a mix of gray and black seating arrangements surrounding a wooden coffee table. Above, skylights provide natural light, while the walls display a clean, white panel design. A decorative arrangement of vibrant flowers complements the modern decor.

4.96 out of 5 average rating, 110 reviews

Summit's Rest

Make this beautiful Snowmass Village condo your adventure hub or relax comfortably. Enjoy biking / hiking rim trail from the complex or short shuttle ride to the ski slopes (can also ski across bridge). 20 min from Aspen. Brand new renovation. 3 smart TVs. New furniture and bedding. Washer / Dryer, private deck with grill Pool, large hot tub, sauna, town shuttle, bus route, free parking, ONE DOG per rental, unbelievable views

4.98 out of 5 average rating, 198 reviews

An open living space features vaulted wooden ceilings, with large windows allowing natural light to fill the room. Two reclining chairs and a spacious sofa offer comfortable seating, accompanied by a coffee table and decorative accessories. A modern kitchen is visible in the background.

Apartment in Vail

Cozy East Vail Condo On Gore Creek! #008412

Cozy yet modern 2BR + loft condo in Vail Racquet Club sleeps 6. Open floor plan, vaulted ceilings, gourmet kitchen, and fireplace. Private deck on 3rd floor (STAIRS ONLY) overlooks Gore Creek and evergreens. Just a 2-min walk to Vail’s free bus. Hit the slopes, soak in the hot tub, swim in the pool, or play pickleball against a beautiful mountain backdrop. Clubhouse access requires a DAILY FEE OF $35 PER GUEST.

An open-concept living and dining area features a spacious kitchen island with a sleek sink. Natural light fills the room, highlighting a comfortable seating arrangement and a stylish table. A stone accent wall and modern artwork add character, while large windows provide a view of the outdoors.

4.93 out of 5 average rating, 247 reviews

Modern Luxury - 4 Mins To Lifts - Jacuzzi - Sauna

Brand new amenities renovation for 2024 including new pool, jacuzzi, sauna and gym! Enjoy your trip just steps away from one of Colorado's best kept-secrets, Snowmass Resort. Take in the epic views from your private balcony as you sip your morning coffee. At the end of the day, walk a few minutes right back to your door. 3 Minutes & 40 seconds walking distance to the Assay hill lift on a flat path!

4.99 out of 5 average rating, 153 reviews

A modern living space features a cozy sofa arranged beside a wood-burning fireplace, with a stack of logs nearby. A dining table with four chairs is positioned adjacent to large windows that allow natural light to fill the room, enhancing the inviting atmosphere.

Apartment in Vail

FREE wine | HotTub | Wood Fire | Free Vail Ski Bus

Modern Vail Retreat | Stunning Views & FREE Wine! 🍷 Your perfect mountain getaway awaits! Nestled in Pitkin Creek, East Vail, this newly remodeled condo offers breathtaking mountain views and modern finishes. Cozy up by the wood-burning fireplace with a complimentary bottle of wine. Just minutes from world-class skiing, dining, and outdoor adventures. Book now for the ultimate Vail escape! ⛷️🔥

The inviting living area features a spacious sofa paired with two stylish armchairs, a round coffee table, and a wood-burning fireplace set into a dark accent wall. Floor-to-ceiling windows provide views of the outdoors, allowing natural light to fill the space.

4.98 out of 5 average rating, 126 reviews

Fully Renovated Aspen Core 2/2 on River

Experience Aspen's charm firsthand with a luxurious stay in this meticulously renovated two-bedroom, two-bathroom condo, nestled along the banks of the Roaring Fork River. This property is professionally managed by Aspen Vacations, Our office is conveniently located at the Aspen Airport Business Center just across from Aspen Airport.

4.97 out of 5 average rating, 222 reviews

A spacious porch features wooden furniture, including a table and chairs, under a rustic roof with string lights. Scenic mountain views are visible in the background, surrounded by greenery and a cozy fire pit area.

Flat in Carbondale

The Buckaroo

Enjoy your stay in a cozy apartment next to our hand built log and stone home halfway between Aspen and Glenwood Springs. We have many amenities, such as a fire pit outside , access to a swimming pool and tennis courts in the summer, a sauna in other seasons, as well as incredible views and lovely outdoor areas.

Popular amenities for Aspen rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 102 reviews

Home in Silverthorne

Close to skiing, main floor master, fully stocked!

4.92 out of 5 average rating, 85 reviews

A serene outdoor area is viewed, featuring a heated swimming pool surrounded by snow-covered ground and natural stone accents. Two hot tubs are positioned nearby, with steam rising gently, and the cozy atmosphere is enhanced by soft outdoor lighting in the backdrop of the multi-story buildings.

Home in Snowmass Village

4 Bedroom Townhouse across from Base Village

4.8 out of 5 average rating, 80 reviews

A spacious outdoor deck features a hot tub and several Adirondack chairs, inviting relaxation while enjoying panoramic views of the surrounding landscape. The area is complemented by soft ambient lighting and vibrant sunset colors in the background, creating a serene atmosphere.

Home in Glenwood Springs

40 Acres of Privacy: Mtn-View Glenwood Springs Gem

4.95 out of 5 average rating, 174 reviews

A bright living area showcases a cozy leather sofa and two comfortable armchairs, positioned around a circular coffee table. A large stone fireplace with a round mirror above it creates a focal point, while expansive windows offer views of the snowy outdoors.

Home in Silverthorne

The Ramsey Retreat - Luxury Mountain Cabin!

4.88 out of 5 average rating, 107 reviews

An inviting living room features wooden beam ceilings and natural light from large windows. A stone fireplace serves as a central element, flanked by comfortable seating arrangements. A coffee table sits on a patterned rug, while a television is positioned nearby, offering a homely atmosphere.

Home in Eagle-Vail

Eagle Vail house on golf course- 4/4

4.99 out of 5 average rating, 111 reviews

An aerial view of The Baldwin Luxury Penthouse is presented, showcasing the vibrant colors of the building complex. Surrounding trees and nearby shops create a lively atmosphere, set against a backdrop of mountain peaks and blue skies.

Home in Keystone

Lux Penthouse•Pool/Spa•Ski In/Out•$0 Cleaning Fee

4.96 out of 5 average rating, 139 reviews

A well-equipped kitchen area features modern stainless steel appliances and warm wooden cabinetry. The dining table, made of rich wood, accommodates several people, while stylish bar stools are positioned at the countertop. A contemporary light fixture provides soft illumination above the dining space.

Home in Breckenridge

Mountain Sunshine [downtown, 2x parking, gondola]

4.83 out of 5 average rating, 146 reviews

A cozy family room is highlighted by a wood-burning fireplace and a checkerboard coffee table. A green sofa provides comfortable seating, while light-colored walls and a wooden beam ceiling contribute to an inviting ambiance. A brightly colored artwork adds a touch of personality to the space.

Home in Frisco

Apres Chalet w/ Amazing Mtn Views, 2 BD + Loft/3BA

Apartment rentals with a pool

A spacious living area features a large dark sofa adorned with light throw blankets. A white-brick fireplace adds warmth, contrasted by a mounted TV on the wall. Natural light floods the space through expansive windows, while a dining table and chairs are positioned nearby.

4.99 out of 5 average rating, 365 reviews

WALK to Lifts! Rare Ski Avails! Hot Tubs & Pool!

The open concept living area features a modern kitchen with a large island and stainless steel appliances. Natural light floods the space through multiple windows, illuminating the seating area with a plush sofa and stylish armchairs. Wooden beams add warmth to the contemporary design.

4.89 out of 5 average rating, 27 reviews

Aspen Mountain Retreat W/ Upscale Decor

A modern kitchen area features dark cabinetry and stainless steel appliances. A large wooden breakfast bar with eight high-backed chairs provides ample seating. Natural light streams through two windows, offering views of the surrounding mountains.

4.99 out of 5 average rating, 233 reviews

Remodeled! Walk to Lifts & Town! Views & Hot Tubs!

A spacious communal area features a large skylight, allowing natural light to fill the room. Comfortable seating arrangements, including multiple gray sofas and armchairs, surround a central coffee table on a vibrant red area rug.

4.91 out of 5 average rating, 624 reviews

Take a Break in Breck @ Stunning Ski In+Out Studio

A vibrant display of fireworks lights up the night sky above a snowy mountain range and the illuminated town below. The colorful bursts contrast beautifully against the dark blue backdrop, creating a festive atmosphere during a winter evening.

4.94 out of 5 average rating, 17 reviews

Aspen 2BR Dwntwn Prime Location

A large mountain lodge is seen nestled among snow-covered trees, with ski slopes visible in the background. The structure features a combination of stone and wood, creating a harmonious look with its natural surroundings. A clear blue sky complements the winter scene.

4.97 out of 5 average rating, 106 reviews

Crystal Peak Lodge. Ski-In/Ski Out. Luxury Condo.

5 out of 5 average rating, 21 reviews

A spacious living area features a dramatic 20-foot-high steel fireplace, complemented by large floor-to-ceiling windows that showcase scenic views of the surrounding nature. Modern furnishings include a light-colored sectional and a dark sofa, with a glass coffee table placed centrally on a soft area rug.

Apartment in Eagle-Vail

Stunning Mountain Modern Condo in Vail

5 out of 5 average rating, 75 reviews

An outdoor seating area features multiple fire pits surrounded by cozy lounge chairs and wooden tables. Soft lighting is provided by string lights overhead, and snow-covered trees and mountains are visible in the background, offering a serene winter atmosphere.

Apartment in Avon

Ski in/out Private 2BDR in Ritz Bachelor Gulch

Other holiday rentals with a pool

An open living space features a modern kitchen with dark cabinetry and stainless steel appliances. A stone fireplace is set in the center wall, flanked by large windows offering views of snow-covered trees. A comfortable sectional sofa and wooden dining table create a welcoming area.

5 out of 5 average rating, 11 reviews

Short Walk to Slopes

The living area is spacious and features a cozy gas fireplace set in a stone surround. A large sectional sofa and a wooden coffee table are positioned for relaxation, with natural light filtering through multiple windows. A decorative mirror adds a touch of elegance to the space.

5 out of 5 average rating, 15 reviews

Stylish Ski-in/Ski-out - Views & Amenities Galore

Apartment in Crested Butte

A spacious room features a king-size bed dressed in neutral linens, accompanied by a cozy sofa. A flat-screen TV is mounted above a decorative fireplace. Natural light fills the space through sliding glass doors, which open to a private balcony with seating.

4.99 out of 5 average rating, 89 reviews

Mt. CB - Walk to lifts - Studio/Pool/Hot tub

An inviting outdoor area features two oversized hot tubs, designed with stone accents and surrounded by lush greenery. A wooden pavilion provides shade, with a clock mounted on the wall. Additional hot tubs can be seen in the background, completing the serene atmosphere.

4.97 out of 5 average rating, 88 reviews

Newly Renovated * Walk-to-Town * Pool & Hot Tubs!

A dining area features a rustic wooden table surrounded by six cushioned chairs, creating a cozy space for gatherings. Large windows provide natural light and views of greenery outside. A stylish fireplace and elegantly designed shelving are visible, contributing to the overall ambiance.

5 out of 5 average rating, 6 reviews

Chic Mountain Retreat

An open living area features a cozy seating arrangement with a sectional sofa and two armchairs. A modern fireplace adds warmth, while a large window allows sunlight to brighten the space. The kitchen includes a central island with bar seating, blending style and functionality.

5 out of 5 average rating, 24 reviews

Cozy Condo in Snowmass Village

4.83 out of 5 average rating, 29 reviews

The kitchen and living space feature rich wooden accents and modern appliances. Large windows allow natural light to brighten the area. A cozy leather couch is arranged near a stone fireplace, while a fully equipped kitchen with a gas stove and stylish cabinetry completes the open layout.

Townhouse in Aspen

Luxury Downtown Mountainside 3BR 3 Bath Apartment