
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.

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.

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.

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.

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

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.

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!

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!

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.

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.

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.

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!

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
House rentals with a pool

1 story Ranch in South Durham/RTP/UNC/Duke/ RDU

Entire 2 BR Home in Midtown

Comfortable Family Home with Peloton in Apex

3bd Lake pool access near Duke UNC Southpoint

It’s Hot Tub Season! Stunning Home! Relax - Enjoy.

LUXE Home 4 Mins Duke/DPAC | King Beds, BBQ, Pool

Artists Retreat - A Townhome Inspired by the Arts

Nature's Neighbor
Condo rentals with a pool

Downtown Durham Condo - 117

Amazing Lake Views! Enjoy the sunrise & wildlife.

A short walk with a breeze .

FLAT 127 Downtown Durham

Downtown "Bull Durham" Condo

RTP Condo Near RDU Airport + Pool & Amenities

Condo in Downtown Durham - 253

Bright, clean, nicely appointed 1-bedroom condo
Other holiday rentals with a pool

The Cottage at Summer Meadows

Garden Oasis in the heart of downtown Durham

Downtown Raleigh High-Rise Stay

Where Relaxation Meets Home/KING suite/RTP/POOL

Dancing Daisy - Quit, Near Airport & Umstead, Pool

High-Rise Apt Raleigh Free Parking & Sunset View 1

Movie Loft Stunner @ Carpenter Village | Walkable

Plum Grove - Cozy 2 Bed, 2.5 Bath Townhome!
When is the best time to visit Cary?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 5°C | 7°C | 11°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 17°C | 11°C | 7°C |
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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- PNC Arena
- Duke University
- Durham Bulls Athletic Park
- Raven Rock State Park
- Tobacco Road Golf Club
- Frankie's Fun Park
- American Tobacco Campus
- Eno River State Park
- North Carolina Museum of Natural Sciences
- Carolina Theatre
- Lake Johnson Park
- William B. Umstead State Park
- North Carolina Museum of History
- Sarah P. Duke Gardens
- North Carolina Museum of Art
- Gregg Museum of Art & Design
- Durham Farmers' Market
- Adventure Landing Raleigh




