Holiday rentals with a pool in Cary

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Top-rated rentals with a pool in Cary

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of the home features a two-story layout with white siding and a striking red front door. Lush greenery surrounds the entrance, and a concrete path leads to the porch. Tall trees provide a natural and shaded ambiance in the front yard.
Home in Cary
4.91 out of 5 average rating, 109 reviews

Serene Landing Place near Downtown Cary

Discover the perfect blend of modernity and rustic charm at our newly renovated 4-bedroom home, with a wooded backyard. In a beautiful, quiet and safe neighborhood, the Landing Place grants easy access to a multitude of popular attractions: New Fenton shopping complex Triangle Aquatic Center Dave & Buster's Amusement The vibrant Cary Downtown You'll find within a 5-min radius, 6 coffee shops, 12 bars, 4 pharmacies, 2 movie theaters, a gym, 3 parks, 5 grocery stores, and even free EV chargers.

Top Guest favourite
A wooden sign welcomes visitors to Two Dachshund Farm, featuring the farm's name in bold green and orange lettering. Decorative silhouettes of dachshunds are displayed on either side. Surrounding the sign is a patch of green grass and flowering plants, enhancing the inviting atmosphere.
Farm stay in Franklinton
5 out of 5 average rating, 130 reviews

Two Dachshund Farm (Lavender & Fiber Farm), LLC

We are a working fiber/lavender farm convenient to Raleigh, Louisburg, Wake Forest, Henderson, & Durham. Meet our alpacas, sheep, llamas, Angora goats & more. Tours are included for our guests ifAdditional visitors will need to pay a tour fee. Use of the pool is for registered guests only. Events will be considered. The unit is a 700 sq ft apartment over a garage with private entrance. Twenty stairs lead up to the apartment. A pullout couch accommodates 2 younger children or a teenager/adult.

Guest favourite
A spacious living area features a large, comfortable sectional sofa with decorative pillows, complemented by a stylish wooden coffee table. Artwork, including bicycle wheels, adorns the walls, and natural light brightens the room through a window, with a ceiling fan providing added comfort.
Townhouse in Raleigh
4.91 out of 5 average rating, 134 reviews

Beautifully Furnished, Raleigh Townhome Retreat

Welcome to your home away from home! Perfect for a small, family getaway or a corporate stay. Located in Northeast Raleigh and close to everything! Local attractions include the Neuse River Trail, WRAL soccer complex, Triangle Towne Center, grocery & much more! The space is clean, cozy, & all yours. The neighborhood is peaceful with direct access to the greenway. You’ll love the convenience as well as your own private washer/dryer & fully stocked kitchen to accommodate cooking on longer stays.

Top Guest favourite
A modern living area features a bright blue sofa and a matching accent chair. A wooden coffee table sits centrally, with a decorative bowl. A wall of shelves showcases various decor items. Natural light fills the space through large windows, framed by greenery outside.
Guesthouse in Raleigh
4.99 out of 5 average rating, 186 reviews

Modern Retreat near Downtown Raleigh

Come relax in our centrally located modern escape. This second story, garage top apartment is drenched in natural light & includes all the extras. The open floor plan living, dining, and kitchen is perfect for couples, friends, and business travelers looking for upscale accommodations. Our salt water lounge pool is open to guests June-Oct. Walk to the beautiful Five Points Neighborhood. Less than 10 min ride to downtown, trendy Person Street, NC State campus, and 20 mins to RDU airport

Top Guest favourite
Guesthouse in Raleigh
4.96 out of 5 average rating, 391 reviews

Raleigh Oasis Close to it All

The pool is CLOSED and will reopen May 1st. Construction Discount in effect (see the Guest Safety section below) An owner-occupied private residence with a large private pool and guesthouse above the detached garage. Enjoy the sights and sounds of a stocked koi pond or observe nature from the private balcony. Minutes from Rex Hospital, Crabtree Mall, Art Museum and PNC arena, the location cannot be beat. Feel far from the city while close to all of the things Raleigh/Durham have to offer.

Superhost
A modern living room features a comfortable gray sofa adorned with blue accent pillows. A round coffee table sits in front, situated on a patterned area rug. A ceiling fan and large window provide natural light, while the open layout leads to the dining area and kitchen.
Apartment in Raleigh
4.93 out of 5 average rating, 120 reviews

Upscale Living 5 Min From Downtown

Unwind in this stylish luxury corporate one-bedroom apt. Near Hospitals and Downtown Raleigh. Full of top restaurants, movie theater, spas, shops, historic landmarks, and attractions. Adventure through Raleigh and the region easily from this prime location. Relax indoors amongst designer furnishings, flat-screen TV, and luxe amenities. ✔ Fully Equipped Kitchen ✔ Comfortable Bedroom w/ Queen Bed ✔ Open Concept Living Area ✔ Office Desk ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

Top Guest favourite
The living area features a spacious sectional sofa accompanied by cozy armchairs. A coffee table sits on a patterned rug, with art pieces adorning the walls. A Smart HDTV is positioned on a decorative console, and natural light enters through high ceilings.
Townhouse in Cary
5 out of 5 average rating, 167 reviews

The Cloverleaf | 1K 1Q 1T | Near DT Cary & RDU

The Cloverleaf is the ideal home away from home for families, friends and business travelers. Spacious, comfortable, and convenient location, central to Raleigh, Durham, Chapel Hill and minutes from DT Cary or RDU. Updated finishes and professional styling in a private setting with access to nearby greenways trails, parks and lakes, plus community pool. Enjoy the large deck overlooking woods, work on high speed internet, watch YouTube TV and cook your own meals. Book your 5 Star Stay!

Top Guest favourite
A serene view of a calm lake reflects blue skies with scattered clouds. Lush greenery surrounds the water, creating a peaceful natural environment. The scene is framed by nearby trees and well-kept grassy areas, enhancing the tranquil setting.
Condo in Cary
4.96 out of 5 average rating, 111 reviews

Lake view condo w/office, walk to food/greenway

Beautiful water views, remodeled private condominium within walking distance of shopping and trails. Close to all that the Triangle has to offer! New flooring April 2024! New beds and furniture. In-unit washer\dryer and Wifi are included. Pack and play crib is available for the little ones. Quiet area great for remote workers and for people relocating to the area. Smart TV with apps (Netflix, Amazon, etc.) to enjoy with your personal accounts. Long term rentals available.

Guest favourite
A comfortable living area features a gray sofa adorned with decorative pillows, complemented by a brown armchair. A wooden coffee table with a geometric design sits centrally, while a light rug adds warmth. Natural light filters through a window, enhancing the serene ambiance.
Townhouse in Cary
4.89 out of 5 average rating, 234 reviews

Centrally Located Modern Cary Townhome

Welcome to your home away from home - whether for a few days or slightly longer stay, you'll enjoy this cozy townhome that is tastefully updated and decorated. Convenient to Cary and West Raleigh in a quiet townhome community - located just off the 40/440 intersection. Easy access to NC State, PNC Arena, Koka Booth Amphitheater, Wake Med Cary, shopping & restaurants and just a short drive to downtown Raleigh, RTP & RDU Airport.

Top Guest favourite
A serene backyard is framed by lush greenery and features a pristine saline pool with bench seating. Several deck chairs are arranged under large umbrellas, and the nearby wooden fencing adds a sense of privacy.
Guesthouse in Hope Valley
4.99 out of 5 average rating, 196 reviews

Chic Poolside Hideaway Near Duke & UNC

Tucked away in the back of our 1927 property sits The Sidekick, a thoughtfully restored carriage house surrounded by peaceful woods & grand homes. Part cowboy clubhouse, part restful retreat, The Sidekick is a conveniently-located getaway for couples, solo travelers, or small groups. Take a dip in the saline pool, lounge in the mature garden, or just rest your sleepy head on luxurious linens in your sweet lil' loft bedroom.

Guest favourite
A modern living area features a bright orange sectional sofa complemented by a round coffee table. A television is mounted on the wall opposite the seating. Natural light enters through large windows adorned with green curtains, enhancing the space filled with indoor plants and framed art.
Condo in Trinity Park
4.8 out of 5 average rating, 137 reviews

Downtown Durham Midcentury Flat

**Smoke damage has been fully and professionally remediated as of October 1st, 2025.** Tucked in a quaint and historic complex, including gardens, grills, picnic tables, shuffle board, and a beautiful outdoor, saltwater pool. Walking distance to Duke's East Campus, the South Ellerbee Creek Trail head, and Brightleaf and Central Park Districts, including the best coffee, food, beer, and shopping that Durham has to offer!

Guest favourite
An outdoor deck area features a wooden table surrounded by four chairs, offering a cozy space for dining or relaxation. The deck is surrounded by fallen leaves, with the entrance to a shipping container home visible in the background, highlighted by spacious glass doors.
Tiny home in Raleigh
4.97 out of 5 average rating, 264 reviews

Casa Paradiso *An Experience in Living Tiny*

This shipping container turned tiny house is 350 square feet of charm and thoughtful design. Enjoy all of what the city of Raleigh has to offer while still feeling miles away. Located on the back corner of 3/4 of an acre, we have a small stock tank pool and plenty of outdoor space to enjoy. The property is located just a 5-minute drive from the heart of downtown Raleigh. Pool season is Memorial Day - Labor Day

Popular amenities for Cary rentals with a pool

When is the best time to visit Cary?

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Avg. price$194 AUD$191 AUD$200 AUD$230 AUD$225 AUD$211 AUD$214 AUD$205 AUD$190 AUD$228 AUD$225 AUD$216 AUD
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Quick stats about holiday rentals with a pool in Cary

  • Total holiday rentals

    Explore 210 holiday rentals in Cary

  • Nightly prices starting at

    Cary holiday rentals start at $46 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    210 of Cary holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Cary rentals

  • 4.6 Average rating

    Cary stays receive an average rating of 4.6 out of 5 from guests

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