
Holiday rentals with a pool in Cary
Find and book unique homes with a pool on Airbnb
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 $39 SGD per night before taxes and fees

Verified guest reviews
Over 5,040 verified reviews to help you choose

Family-friendly holiday rentals
130 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
220 of Cary holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cary rentals

4.7 Average rating
Cary stays receive an average rating of 4.7 out of 5 from guests
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

*NEW SAUNA - Modern Retreat with Relaxing Pool
Come relax in our centrally located modern escape. This 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. NEW traditional sauna is open year-round. Walk to the beautiful Five Points Neighborhood. 10 mins by car to downtown or NC State campus, and 20 mins to RDU airport

LUXE Home 4 Mins Duke/DPAC | King Beds, BBQ, Pool
Make unforgettable memories in this spacious, beautifully designed home for you + 9 guests! Perfect for family gatherings, sporting events, & special occasions. Located in heart of Downtown Durham, just 4 mins from Duke, Bulls stadium, DPAC, & Tobacco Trail. Cozy up around the fire pit, enjoy a BBQ, or relax w/fresh popcorn & vinyl records. Retire in luxurious beds + sheets & head to the gourmet coffee bar in the AM. Free access to nearby gym w/pool. 4 air mattresses and EV charger avail.

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.

Raleigh Oasis Close to it All
The pool is OPEN and ready for the 2026 season! Don't forget to pack a swimsuit. An owner-occupied private residence with a large private saltwater 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 the things Raleigh/Durham have to offer.

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!

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.

High-Rise Apt Raleigh Free Parking & Sunset View 2
Party Policy: To ensure a great experience for everyone, parties are not allowed. Violations of house rules such as excessive noise, smoking, or additional unapproved guests will result in a $300 fee, reservation cancellation, and removal from the property. If that works for you, please send an inquiry or instant book — we’d love to host you! Booking Requirement: Guests must have at least 3 reviews on their profile.

Cozy 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 I-40. Easy access to NC State, PNC Arena, Koka Booth Amphitheater, Wake Med Cary, shopping & restaurants and just a short drive to downtown Raleigh, RTP and RDU Airport.

Guesthouse on private 16 acre country estate, pool
Sleepy Willow's Magnolia Guesthouse Private 1 bedroom guest house with private entry. This second floor apartment features great views of the 16 acre very private estate. Take a break and unwind at this peaceful retreat in the country, but still close to triangle locations: Downtown Raleigh 15m, Fuquay Varina 5m, Holly Spring 12m, Walnut Creek Amphitheater (Coastal Credit Union Music Park) 16m, Apex 15m.
Popular amenities for Cary rentals with a pool
House rentals with a pool

Comfortable Family Home with Peloton in Apex

Stay Awhile Cottage

Designer home close to RDU and downtown, sleeps 12

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

Cary Living near downtn Cozy 2/1

Outdoor Oasis - Pool, Hot Tub, Fireplace, Kitchen

The Aqua Haven l4B2.5Bl Pool&Spacious yard near DT

Beautifully Updated Penthouse Condo in West Cary
Apartment rentals with a pool

Downtown Durham Condo - 117

Amazing Lake Views! Enjoy the sunrise & wildlife.

Classic Condo for Business/Leisure Travelers - RTP

A short walk with a breeze .

Downtown Durham w/pool

Condo @ Historic Duke Tower

Downtown "Bull Durham" Condo

Charming Historic Downtown Retreat 2
Other holiday rentals with a pool

RakShack Studio

Huge Family Friendly Home~Safe Quiet Neighboorhood

Comfortable 3BR in Cary | Pool | Great Value

Where Relaxation Meets Home/POOL/KING suite/RTP

Dancing Daisy - Quiet Near Airport & Umstead, Pool

Cozy Apartment in Raleigh near Fenton & Downtown

Dog Friendly|Pool|King Bed|EV Charger|Townhome

Charming 4bd Townhouse in Cary
When is the best time to visit Cary?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $176 SGD | $181 SGD | $172 SGD | $194 SGD | $190 SGD | $179 SGD | $181 SGD | $174 SGD | $161 SGD | $179 SGD | $189 SGD | $179 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 |
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- Rentals with pools Wake County
- Rentals with pools North Carolina
- Rentals with pools United States
- Duke University
- PNC Arena
- North Carolina State University
- Raleigh Convention Center
- University of North Carolina at Chapel Hill
- Raven Rock State Park
- Elon University
- William B. Umstead State Park
- Durham Bulls Athletic Park
- North Carolina Museum of Art
- North Carolina Museum of Natural Sciences
- Crabtree Valley Mall
- Sarah P. Duke Gardens
- Eno River State Park
- Lake Johnson Park
- American Tobacco Campus
- Frankie's Fun Park
- Durham Farmers' Market
- Duke Chapel
- Carolina Theatre
- North Carolina Museum of History
- Red Hat Amphitheater
- Dorothea Dix Park
- Koka Booth Amphitheatre





