Holiday rentals with a pool in Chapel Hill

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Top-rated rentals with a pool in Chapel Hill

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

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Top Guest favourite
A wooden sign welcomes visitors to Two Dachshund Farm, featuring the farm's name in bold green and orange lettering. Decorative silhouettes of dachshunds are displayed on either side. Surrounding the sign is a patch of green grass and flowering plants, enhancing the inviting atmosphere.
Farm stay in Franklinton
5 out of 5 average rating, 125 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 favourite
A spacious guest suite features a queen bed with soft white linens, surrounded by elegant wooden furniture. A cozy seating area with two upholstered chairs sits near a decorative fireplace. Light wood floors and built-in shelves create a warm atmosphere, complemented by natural light from large windows.
Guest suite in Hillsborough
4.96 out of 5 average rating, 164 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 favourite
A modern living area features a bright blue sofa and a matching accent chair. A wooden coffee table sits centrally, with a decorative bowl. A wall of shelves showcases various decor items. Natural light fills the space through large windows, framed by greenery outside.
Guesthouse in Raleigh
4.99 out of 5 average rating, 183 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

Top Guest favourite
Three horses of varying colors are seen standing near a wooden fence in a spacious pasture. A covered shelter is located in the background, while a clear blue sky with scattered clouds accentuates the serene landscape.
Farm stay in Hillsborough
4.91 out of 5 average rating, 117 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 favourite
A sparkling blue swimming pool is surrounded by a spacious deck, featuring several lounge chairs for relaxation. A wooden fence provides privacy, while lush trees line the background under a clear sky.
Guesthouse in Durham
4.98 out of 5 average rating, 128 reviews

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 :-(

Top Guest favourite
Guesthouse in Raleigh
4.96 out of 5 average rating, 381 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 favourite
A modern living area features two stylish green sofas facing a contemporary electric fireplace, with a large flat-screen TV mounted above. Natural light floods the space through two windows, while a sleek coffee table holds a decorative bowl and chess set.
Home in Durham
5 out of 5 average rating, 104 reviews

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.

Guest favourite
A vibrant living space features an orange sectional sofa adorned with soft cushions. Colorful plants and artwork add character, while natural light filters through sheer curtains. A decorative mirror reflects the lively atmosphere, and a hexagonal pattern rug lays on the floor, enhancing the eclectic decor.
Condo in Carrboro
4.96 out of 5 average rating, 166 reviews

The Banana House

Prepare for an incredible surprise when you pull up to a modest exterior block apartments. Once you enter the space, you’ll be bombarded with color, a pink banana themed kitchen and a monochromatic bedroom perfect for sleep-ins. It’s a bit of a Barbie Dream House escape set in downtown Carrboro. The location is walkable and VERY close to the farmers market, Carrmill Mall, Mercato, Orange County Social Club and many more restaurants and bars. Please note…the art and plants shown do change

Superhost
A spacious living area features a comfortable dark sofa and a coffee table with a book atop it. Large windows invite natural light, revealing views of the surrounding greenery. A modern dining area is situated nearby, with a round table and stylish hanging light fixtures.
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!

Top Guest favourite
A serene backyard is framed by lush greenery and features a pristine saline pool with bench seating. Several deck chairs are arranged under large umbrellas, and the nearby wooden fencing adds a sense of privacy.
Guesthouse in Hope Valley
4.99 out of 5 average rating, 195 reviews

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.

Guest favourite
A modern living area features a bright orange sectional sofa complemented by a round coffee table. A television is mounted on the wall opposite the seating. Natural light enters through large windows adorned with green curtains, enhancing the space filled with indoor plants and framed art.
Condo in Trinity Park
4.78 out of 5 average rating, 129 reviews

Downtown Durham Midcentury Flat

**Smoke damage has been fully and professionally remediated as of October 1st, 2025.** 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!

Guest favourite
The front of the home features a charming exterior with blue shutters and a welcoming entrance. Lush purple flowers bloom vibrantly in the landscaped yard, complemented by green shrubs and a small tree. A driveway is visible, leading to the side of the house.
Home in Woodlake
4.78 out of 5 average rating, 120 reviews

3bd Lake pool access near Duke UNC Southpoint

Our home is a very comfortable 3 bedroom -2.5 bath perfect for families. The bedroom are spacious with own TV. It has a full kitchen and terrace , living room for the family gather . Washer and dryer. But what really makes our place special it’s location. It’s steps from wonderful walk around the lake. It’s located very close to the community pool for the summer travelers.

Popular amenities for Chapel Hill rentals with a pool

When is the best time to visit Chapel Hill?

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Avg. price$152 NZD$154 NZD$156 NZD$154 NZD$220 NZD$171 NZD$149 NZD$171 NZD$163 NZD$196 NZD$175 NZD$147 NZD
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Quick stats about holiday rentals with a pool in Chapel Hill

  • Total holiday rentals

    Explore 80 holiday rentals in Chapel Hill

  • Nightly prices starting at

    Chapel Hill holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,770 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Chapel Hill holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Chapel Hill rentals

  • 4.7 Average rating

    Chapel Hill stays receive an average rating of 4.7 out of 5 from guests

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