
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.

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

Horse farm, serene, secluded, creekside suite
Welcome to Strouds Creek Farm. Charming 2BR 1 bathroom suite w/cozy farmhouse decor. Located on 20 picturesque acres nestled in the woods. Enjoy peaceful mornings filled with bird songs. Stroll around the farm to meet & greet our "fur family". Relax in a hammock, explore the creek or sit on the swing & enjoy the farm fresh air. Just 5 minutes from downtown Hillsborough, an artist's paradise, dotted with art galleries, boutiques, a bookstore & restaurants. 15 min. to Duke & downtown Durham.

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.

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.

Boho Hideaway in Cary - near RDU & downtown
We accommodate stays for 30 days+! Drop us an inquiry! We are nestled on a tree lined road, just 5 minutes away from downtown Cary! Unwind in the nature filled environment, while still being close enough to get into the city. Walking distance to Greenway trail which is great for a stroll or exercise. 5 minutes to major shopping and eateries. 5 minutes to downtown Cary & 20 minutes to downtown Raleigh, 9 min to airport. Safe and serene. We are dog friendly!

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

N. Raleigh Private Home with Amazing 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

Cary Living near downtn Cozy 2/1

Pet friendly Sweet Ranch Home near NCSU & RDU

Outdoor Oasis - Pool, Hot Tub, Fireplace, Kitchen
Apartment 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

Condo @ Historic Duke Tower

RTP Condo Near RDU Airport + Pool & Amenities

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

Cozy Spacious 2BR Townhome 1 Mile to UNC/ Downtown

Skyline City Vibes + Balcony 2BR

The Skyline Studio

Huge Family Friendly Home~Safe Quiet Neighboorhood

Downtown Raleigh High-Rise Stay

Cary Retreat: 1 King Bed | 2 Queen Beds | Pool

NEWLY Renovated! 2 Bed 2.5 Bath Townhome

Boarding House
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 € 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 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
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- PNC Arena
- Duke University
- Durham Bulls Athletic Park
- Raven Rock State Park
- Frankie's Fun Park
- American Tobacco Campus
- Eno River State Park
- Carolina Theatre
- William B. Umstead State Park
- North Carolina Museum of Natural Sciences
- Lake Johnson Park
- North Carolina Museum of History
- Sarah P. Duke Gardens
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- Tobacco Road Golf Club
- Gregg Museum of Art & Design
- Durham Farmers' Market
- Adventure Landing Raleigh