
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.

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.

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!

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

Gordon Guesthouse Studio Suite w/ hot tub & pool!
Book now & enjoy the pool, balcony & luxury high-end hot tub. Open 24hrs, exclusively for all guests to use. We welcome you to our little piece of paradise, not far from downtown Durham & Raleigh close to RDU. We offer a well-appointed studio, meticulously cleaned, with a queen Tempurpedic mattress, premium linens, fireplace, full kitchen, washer/dryer, 2 smart TV's & high speed wifi. *Please be aware* Due to allergies & health risks, we are unable to accommodate any animals. Sorry :-(

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.

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.

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.

A short walk with a breeze .
Welcome to your cozy and centrally-located condo in the heart of Downtown Raleigh! 🌟 You'll be right in the middle of all the excitement, with fabulous restaurants, lively bars, entertaining shows, charming theaters, fascinating museums, and beautiful scenic trails just waiting for you to explore! Just a little heads-up: being in such a vibrant spot means you might hear some weekend festivities and cheerful noise from local events—it's all part of the fun! 🎉

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.
Popular amenities for Cary rentals with a pool
House rentals with a pool

Entire 2 BR Home in Midtown

Heather's Hut - An oasis in the heart of Raleigh

Perfect Retreat-Elegant Comfort & Family Friendly

3bd Lake pool access near Duke UNC Southpoint

Huge Family Friendly Home~Safe Quiet Neighboorhood

Outdoor Oasis - Pool, Hot Tub, Fireplace, Kitchen

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

Artists Retreat - A Townhome Inspired by the Arts
Apartment rentals with a pool

Downtown Durham Condo - 117

Amazing Lake Views! Enjoy the sunrise & wildlife.

FLAT 127 Downtown Durham

Condo @ Historic Duke Tower

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

Worker's Paradise Steps from DT Clayton

The Cottage at Summer Meadows

City Loft|King bed|75" TV|RDU 8 Min

Stylish 3BR Townhouse Near Downtown Raleigh & Cary

Downtown Raleigh High-Rise Stay

Infinity Board Game Table | Pet Friendly | Fire-Pi

High-Rise Apt Raleigh Free Parking & Sunset View 1

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 | $165 SGD | $162 SGD | $170 SGD | $195 SGD | $191 SGD | $179 SGD | $182 SGD | $174 SGD | $161 SGD | $194 SGD | $191 SGD | $183 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 210 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 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 130 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
Destinations to explore
- Western North Carolina Holiday rentals
- Washington Holiday rentals
- Myrtle Beach Holiday rentals
- Gatlinburg Holiday rentals
- Charleston Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Pigeon Forge Holiday rentals
- Cape Fear River Holiday rentals
- Savannah Holiday rentals
- Hilton Head Island Holiday rentals
- Ocean City Holiday rentals
- Rentals with lake access Cary
- Rentals with a firepit Cary
- Apartment rentals Cary
- Rentals with outdoor seating Cary
- Rentals with a washing machine and dryer Cary
- Rentals with an EV charger Cary
- Rentals with breakfast Cary
- Rentals with a fireplace Cary
- Family-friendly rentals Cary
- Rentals with a patio Cary
- Serviced apartment rentals Cary
- Fitness-friendly rentals Cary
- Rentals with a hot tub Cary
- Hotel rooms Cary
- Pet-friendly rentals Cary
- Townhouse rentals Cary
- Flat rentals Cary
- House rentals Cary
- Private suite rentals Cary
- Rentals with pools Wake County
- Rentals with pools North Carolina
- Rentals with pools United States
- 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
- Lake Johnson Park
- Carolina Theatre
- North Carolina Museum of History
- William B. Umstead State Park
- Sarah P. Duke Gardens
- North Carolina Museum of Art
- Gregg Museum of Art & Design
- Durham Farmers' Market
- Adventure Landing Raleigh




