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 single-story cabin is nestled among tall trees, featuring a wooden facade with a steep roof. A welcoming front porch is adorned with a hanging plant, and colorful flowers are arranged along the pathway leading to the entrance. Natural surroundings enhance the setting.
Guesthouse in Hillsborough
5 out of 5 average rating, 115 reviews

Charming Cabin with Private Wooded Pond

The Cabin is situated near our home on 67 woodland acres, 15 min. from Hillsborough and 25 min. from Duke University and UNC-Chapel Hill. The Cabin is a converted horse barn with lofted ceilings, kitchenette, living area, dining table, bathroom, outdoor patio, and bedroom area separated by a partial wall. The pool and swimming pond are a few steps away. You are welcome to canoe, fish, walk our trails, play disc golf, or just enjoy the peaceful views. Ideal for couples and business travelers.

Top Guest favourite
Guesthouse in Raleigh
4.99 out of 5 average rating, 191 reviews

*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

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
4.9 out of 5 average rating, 133 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.

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, 117 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.

Top Guest favourite
The living area features a spacious sectional sofa accompanied by cozy armchairs. A coffee table sits on a patterned rug, with art pieces adorning the walls. A Smart HDTV is positioned on a decorative console, and natural light enters through high ceilings.
Townhouse in Cary
5 out of 5 average rating, 173 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 favourite
A tranquil salt-water pool is surrounded by lounge chairs and vibrant red umbrellas. A pergola with seating is visible in the background, along with well-maintained landscaping and an inviting patio area. The clear blue sky enhances the serene environment.
Farm stay in Hurdle Mills
4.98 out of 5 average rating, 217 reviews

Luxury Retreat on Farm with Pool, Hot Tub, Fishing

LUXlife Best Luxury Country B&B Retreat in NC! 120 acres of peaceful farmland with an in-ground salt-water pool, hot tub, pergola, pastures, farm animals, fresh eggs, streams, woodlands, fishing, and hiking. Private hot tub at rental. The heated, salt-water pool and hot tub are located behind the owner's home. You’ll have total privacy. Wholesale pasture-raised Wagyu beef and lamb available at the farm as well as fishing in the stocked pond. Propane grill and pizza oven on your patio.

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, 158 reviews

Two Dachshund Farm (Lavender & Fiber Farm), LLC

Stay on a working fiber/lavender farm convenient to the Raleigh/Durham area - 20 min. from Interstate 85 & 50 min. from 95. Interact with our alpacas, sheep, llamas, Angora goats, donkeys, & more. Shop our farm store, stroll the property. Tours are free for registered guests. Friends may join the tour for a fee. Use of the pool is for registered guests only. Twenty stairs lead up to the 700 sq ft over-the-garage apartment with private entrance. Includes a king bed & pullout couch.

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
4.8 out of 5 average rating, 156 reviews

Downtown Durham Midcentury Flat

Two-person limit includes children. Thank you! (The complex is very strict about this policy.) 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!

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, 198 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.

Top Guest favourite
Guesthouse in Raleigh
4.95 out of 5 average rating, 422 reviews

Raleigh Oasis Close to it All

The pool is CLOSED and will reopen May 1st. 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 well-lit bedroom features a spacious bed with white linens and a blue throw blanket. Two framed artworks are displayed on the blue accent wall. A wooden bench sits at the foot of the bed, while a small side table and bookshelf add functional decor.
Apartment in Downtown Durham
4.84 out of 5 average rating, 107 reviews

100 Year-Old Historic Brick 2BR Loft |Large Patio2

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.

Guest favourite
A decorative pillow featuring two blue birds and a red heart is placed on a spacious bed. A cozy, textured throw blanket in neutral tones is draped nearby, contributing to a comfortable and inviting sleeping area.
Apartment in Downtown Durham
4.95 out of 5 average rating, 115 reviews

Garden Oasis in the heart of downtown Durham

Beautifully renovated must stay if visiting Durham downtown. Within walking distance of many restaurants and city sites. Close to Duke Medical and Campus, and a stone's throw from many of the great restaurants and activities downtown has to offer. Pearl mill (122) offers a secret garden courtyard, an oasis of serenity amongst the action of the city. Huge pool to enjoy, March through October, weather permitting.

Popular amenities for Chapel Hill rentals with a pool

When is the best time to visit Chapel Hill?

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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 $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,530 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 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, Wifi and Pool across Chapel Hill rentals

  • 4.8 Average rating

    Chapel Hill stays are highly rated by guests—averaging 4.8 out of 5!

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