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Holiday rentals with a pool in Cary

Find and book unique homes with a pool on Airbnb

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
4.92 out of 5 average rating, 118 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 spacious guest suite features a queen bed with soft white linens, surrounded by elegant wooden furniture. A cozy seating area with two upholstered chairs sits near a decorative fireplace. Light wood floors and built-in shelves create a warm atmosphere, complemented by natural light from large windows.
Guest suite in Hillsborough
4.96 out of 5 average rating, 175 reviews

Luxe Guest Suite w Pool (Historic, Downtown)

Southern charm is in abundance in this c. 1799 home! This sun-filled, artfully restored space is a private, "in-law" suite adjacent to a sprawling southern Estate. You'll enjoy a private entrance, huge living area / queen bed, large dressing room with "his and hers" vanities, modern bathroom with walk-in shower and oversized tub, access to gorgeous pool, and sprawling verandas. The space is mere blocks from all that quintessential historic Hillsborough has to offer, and is a rare treasure!

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, 137 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.
Guest house in Raleigh
4.99 out of 5 average rating, 187 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

Guest favourite
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.
Flat in Raleigh
4.94 out of 5 average rating, 126 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, 168 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.
Apartment 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 fire pit surrounded by a circular stone edge displays vibrant flames over blue glass stones. The setting is cozy with a wooded backdrop, while outdoor seating is visible nearby. An illuminated beverage rests in the foreground, adding to the inviting atmosphere.
Guest suite in Garner
4.97 out of 5 average rating, 204 reviews

The Oasis - 15 mins from downtown Raleigh

Experience Comfort & Relaxation Your private suite offers: • A spa-inspired bathroom with plush towels and upscale finishes • A refreshment area with a refrigerator, freezer, microwave, and coffee machine, plus complimentary amenities to enhance your stay • A Hilton Sweet Dreams™ king mattress, ensuring a blissful night’s rest Seasonal Escape Unwind by the sparkling saltwater pool, open seasonally from May through September 28, 2025, and reopening in May 2026.

Superhost
A spacious living area features a large sectional sofa adorned with yellow and gray pillows, complemented by a geometric area rug. The dining space includes a modern table with four chairs, set against a textured wall, while ambient light is provided by a ceiling fan.
Apartment in Raleigh
4.85 out of 5 average rating, 141 reviews

Lovely 2 bedroom condo in Central Raleigh

Welcome to your Home Away from Home! Come enjoy this beautiful 2-bedroom (2nd floor) condo just minutes from downtown, RDU, PNC Arena, Cary, The Fairgrounds & NC State, + easy access to all festivals, etc - the Triangle has to offer. Outdoor patio overlooks serene green area. Located in a quiet, older neighborhood inside the belt-line. Click on the "heart" at the top right hand corner to save this property to your wishlist and begin planning your stay!

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.
Apartment in Trinity Park
4.79 out of 5 average rating, 146 reviews

Downtown Durham Midcentury Flat

Two-person limit includes children. Thank you! (The complex is very strict about this policy.) 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
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
4.88 out of 5 average rating, 243 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
Guest house in Raleigh
4.96 out of 5 average rating, 399 reviews

Raleigh Oasis Close to it All

The pool is CLOSED and will reopen May 1st. 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.

Popular amenities for Cary rentals with a pool

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Quick stats about holiday rentals with a pool in Cary

  • Total holiday rentals

    Explore 220 holiday rentals in Cary

  • Nightly prices starting at

    Cary holiday rentals start at € 26 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wifi availability

    210 of Cary holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi 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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