
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

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!

Tranquil Townhome - Convenient NE Raleigh location
Welcome to our Tranquil Townhome! You will enjoy a dual-master (sharing a private, attached full bath) townhome in Northeast Raleigh close to everything! There are so many local attractions-Neuse River Trail, WRAL soccer complex, Sheetz, 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

Tranquil Haven 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.

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.

100 Year-Old Historic Brick 2BR Loft |Large Patio2
PARTY POLICY: Any violations of our house rules such as: Excessive Noise, Smoking, Extra Guests, After-hours pool, hallway loitering, large gatherings, and camera tampering will lead to a fine of $300, cancellation of your reservation and your removal from the property. On-site security and city police have permission to enter the rental if house rules are violated. If this is a nonissue, please send an inquiry or instant book. We would love to host you!

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!

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!

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.
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

HOT TUB/Dog & Family/Near Pickleball/Heated Pool

RD Central: Modern Brier Creek home near airport

Hot Tub Season! Stunning Home! Relax - Enjoy.

Convenient Remote-friendly suburban oasis!
Apartment rentals with a pool

Amazing Lake Views! Enjoy the sunrise & wildlife.

Classic Condo for Business/Leisure Travelers - RTP

Condo in Downtown Durham w/ Pool

A short walk with a breeze .

FLAT 127 Downtown Durham

Condo @ Historic Duke Tower

Downtown "Bull Durham" Condo

Condo in Downtown Durham - 253
Other holiday rentals with a pool

The Cottage at Summer Meadows (Adults Only)

Worker's Paradise Steps from DT Clayton

RTP RDU Executive Retreat : Fiber Wi-Fi : Desk

Cheerful 2 bedroom townhouse with pool

Where Relaxation Meets Home/POOL/KING suite/RTP

Plum Grove - Cozy 2 Bed, 2.5 Bath Townhome!

Boarding House

Newly Updated 3 Bedroom Townhome in Heart of Cary
When is the best time to visit Cary?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $160 SGD | $158 SGD | $165 SGD | $189 SGD | $186 SGD | $174 SGD | $177 SGD | $169 SGD | $157 SGD | $174 SGD | $184 SGD | $174 SGD |
| 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 220 holiday rentals in Cary

Nightly prices starting at
Cary holiday rentals start at $38 SGD 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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- Duke University
- University of North Carolina at Chapel Hill
- PNC Arena
- Raven Rock State Park
- Durham Bulls Athletic Park
- North Carolina Museum of Art
- American Tobacco Campus
- North Carolina Museum of Natural Sciences
- Lake Johnson Park
- Frankie's Fun Park
- Eno River State Park
- Sarah P. Duke Gardens
- Carolina Theatre
- North Carolina Museum of History
- William B. Umstead State Park
- North Carolina State University
- Raleigh Convention Center
- Durham Farmers' Market
- Crabtree Valley Mall
- Elon University
- Museum of Life and Science
- Duke Chapel
- Dorothea Dix Park
- North Carolina Central University




