Vacation rentals with a pool in Cary

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Top-rated rentals with a pool in Cary

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

Farm stay in Franklinton

5 out of 5 average rating, 122 reviews

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.

Top guest favorite

Guest suite in Hillsborough

4.96 out of 5 average rating, 163 reviews

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!

Top guest favorite

Guesthouse in Raleigh

4.99 out of 5 average rating, 181 reviews

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

Guest favorite

Farm stay in Hillsborough

4.9 out of 5 average rating, 115 reviews

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.

Top guest favorite

Guesthouse in Raleigh

4.95 out of 5 average rating, 376 reviews

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.

Guest favorite

Apartment in Raleigh

4.97 out of 5 average rating, 118 reviews

Opulent 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!

Top guest favorite

Townhouse in Cary

5 out of 5 average rating, 164 reviews

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!

Top guest favorite

Condo in Cary

4.96 out of 5 average rating, 107 reviews

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.

Superhost

Condo in Trinity Park

4.78 out of 5 average rating, 127 reviews

Downtown Durham Midcentury Flat

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! **A note about a smoke smell. There was a fire in the building and we had some smoke damage, but as of October, 2025, the issue has been resolved.**

Superhost

Condo in Downtown Raleigh

4.9 out of 5 average rating, 187 reviews

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! 🎉

Top guest favorite

Guest suite in Garner

4.98 out of 5 average rating, 196 reviews

The Oasis - 6 miles 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.

Guest favorite

Apartment in Cary

4.88 out of 5 average rating, 121 reviews

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!