Holiday rentals with a pool in Chapel Hill

4.93 out of 5 average rating, 181 reviews

Guesthouse in Raleigh

2BR Poolside Retreat • Near Downtown Raleigh NC.

Our cozy second floor apartment offers beautiful views, pool and hot tub access year round along with 2 light-filled bedrooms, its own entrance, fast WiFi and plush comfy beds. Full kitchen with coffee bar & basics Smart TV & Hundreds of DVD's for family movie nights. Complimentary linens & toiletries Enjoy the saltwater pool and hot tub year round! Hike the nearby trails, explore breweries, museums and live music within a 10-minute drive. Book your Raleigh getaway today—dates fill fast!

5 out of 5 average rating, 117 reviews

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

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.

Farm stay in Hurdle Mills

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.

4.98 out of 5 average rating, 216 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.

5 out of 5 average rating, 152 reviews

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

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.

4.98 out of 5 average rating, 131 reviews

A serene view of a wooded area with a gently winding pond, bordered by lush greenery. The landscape features a glimpse of recreational amenities, including a swimming pool nestled among trees, offering a peaceful retreat in the countryside.

Dome in Snow Camp

Countryside Getaway UniqueDomeA/serenefarm retreat

Welcome to our serene countryside farm glamping dome, nestled in the heart of nature on a sprawling 28-acre property. Perfect for a peaceful getaway, our dome offers a unique blend of comfort and adventure.Escape the hustle and bustle of city life and relax under the stars. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, our property offers the perfect setting for a memorable experience. Discover the beauty and tranquility of countryside living.

4.92 out of 5 average rating, 108 reviews

A fenced backyard features a private in-ground pool with colorful floating toys. The well-maintained patio area is complemented by lounge chairs and a shaded seating area under an awning. The home provides a serene setting surrounded by trees and greenery.

Home in North Hills

Hot Tub Season! Stunning Home! Relax - Enjoy.

Did you say pool and hot tub? Why yes, I did! Feast your eyes on this new stunning home with a private pool (open March - October) and hot tub (open all year round). The property is 15 minutes from RDU airport and in close proximity to Downtown Raleigh (8 miles) and Downtown Durham (19 miles). This location makes it close to many popular destinations such as PNC arena, Umstead Park, NC State, Duke, UNC, RTP and many more attractions. Most places can be reached in 20-30 minutes!

Condo in Downtown Raleigh

4.9 out of 5 average rating, 219 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! 🎉

4.8 out of 5 average rating, 152 reviews

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

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!

4.89 out of 5 average rating, 250 reviews

A comfortable living area features a gray sofa adorned with decorative pillows, complemented by a brown armchair. A wooden coffee table with a geometric design sits centrally, while a light rug adds warmth. Natural light filters through a window, enhancing the serene ambiance.

Townhouse in Cary

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.

Guesthouse in Hope Valley

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.

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.

4.84 out of 5 average rating, 99 reviews

Home in Raleigh

The Aqua Haven:14guests w pool & spacious yard

Escape to Aqua Haven .Your Stylish Retreat Near Downtown Raleigh! Just 8 minutes from the city center, this spacious getaway features a private pool (open Mar–Sep), a cozy gazebo, and a beautiful patio perfect for relaxing mornings or family gatherings. Whether you’re exploring downtown, hitting the golf course, or catching a concert at Red Hat Amphitheater, Aqua Haven is the perfect place to unwind in comfort and style.

Apartment in Downtown Durham

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.

4.87 out of 5 average rating, 104 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.

Popular amenities for Chapel Hill rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 67 reviews

A welcoming living area features a comfortable sectional sofa and two armchairs, arranged on a light area rug. A wooden coffee table occupies the center, adorned with decorative elements. Natural light filters through nearby windows, enhancing the open and airy layout.

Home in Durham

1 story Ranch in South Durham/RTP/UNC/Duke/ RDU

5 out of 5 average rating, 46 reviews

An open kitchen and dining area are featured, showcasing a modern island with three bar stools and a dining set for four. Natural light fills the space through large windows, highlighting a stylish living area with a cozy sofa and vibrant artwork.

Home in Apex

Comfortable Family Home with Peloton in Apex

5 out of 5 average rating, 8 reviews

Home in Garner

Spacious Garner Oasis w/ Private Pool | 12 Guests

4.91 out of 5 average rating, 11 reviews

The exterior of the home features a vibrant blue facade complemented by wooden accents. A spacious front porch is supported by two columns, providing sheltered entry. The yard includes a manicured lawn with small plants and a paved walkway leading to the entrance.

Home in West End

Stylish Downtown Durham Home

4.93 out of 5 average rating, 41 reviews

A spacious living area features gray sectional sofas and a cozy armchair, arranged around a central rug. Natural light pours in through large windows, showcasing views of the outdoors. A flat-screen TV is mounted above a white brick fireplace, enhancing the comfort of the space.

Home in Chapel Hill

The Cozy Cottage - 10 Min From UNC

4.99 out of 5 average rating, 93 reviews

A spacious heated saltwater pool is surrounded by a paved patio with adjustable lounge chairs. Lush trees and flowering plants create a serene backdrop. An outdoor dining area with an umbrella provides a cozy spot for relaxation and enjoyment.

Home in Raleigh

Relaxing Raleigh Retreat w/HEATED POOL & Hot tub

4.97 out of 5 average rating, 34 reviews

A brick townhome exterior is set amidst lush greenery, featuring a gently sloping ramp leading to a covered porch. Two windows are visible, framed with dark shutters, and the surrounding landscaping includes trimmed bushes and grass, contributing to the tranquil setting.

Home in Cary

Cary Living near downtn Cozy 2/1

4.96 out of 5 average rating, 25 reviews

A single-story brick house is depicted, featuring a well-manicured lawn. The front porch is accessible by a set of stairs, flanked by shrubs and hedges. Large windows provide natural light, and the entrance is marked by a decorative door.

Home in Durham

Spacious Retreat Near Duke & UNC

Condo rentals with a pool

4.89 out of 5 average rating, 19 reviews

Condo in Downtown Durham

Condo in Downtown Durham w/ Pool

4.86 out of 5 average rating, 66 reviews

A cozy living space features a blue sectional sofa adorned with various decorative pillows. A wooden coffee table sits in the center, complemented by a potted plant. Natural light streams through large windows, while a ceiling fan and wall-mounted television enhance the ambiance.

Condo in Trinity Park

FLAT 127 Downtown Durham

4.96 out of 5 average rating, 111 reviews

A serene view of a calm lake reflects blue skies with scattered clouds. Lush greenery surrounds the water, creating a peaceful natural environment. The scene is framed by nearby trees and well-kept grassy areas, enhancing the tranquil setting.

Condo in Cary

Lake view condo w/office, walk to food/greenway

4.8 out of 5 average rating, 332 reviews

A cozy living area features a blue sectional sofa, accented by decorative pillows. A wooden coffee table sits centrally on a colorful rug. Two lamps provide warm lighting, while an artwork depicting cattle complements the warm-toned wall. A TV is positioned on a black stand.

Condo in Downtown Durham

Downtown "Bull Durham" Condo

4.83 out of 5 average rating, 611 reviews

The living area features a comfortable sofa and an armchair, complemented by two side tables and a coffee table. Soft lighting is provided by two lamps, while a television stands on a media console. A patterned rug adds warmth to the hardwood floor.

Condo in Trinity Park

Condo @ Historic Duke Tower

4.74 out of 5 average rating, 175 reviews

A spacious living area features a modern sectional sofa with decorative pillows, a glass coffee table, and a patterned area rug. The open kitchen displays wooden cabinetry, essential appliances, and a dining table set for four. Laundry facilities are visible in a corner.

Condo in Chapel Hill

Modern & Spacious + UNC Vacation Rental

5 out of 5 average rating, 20 reviews

Condo in Downtown Durham

Charming Historic Downtown Retreat 2

5 out of 5 average rating, 47 reviews

The kitchen features modern white cabinetry and a combination of appliances, including a refrigerator, microwave, and stove. Natural light enters through a nearby window, illuminating the spacious countertops. A door leads outside, contributing to an airy and functional kitchen layout.

Condo in Chapel Hill

Willow-Updated Chapel Hill Condo w/ Community Pool

Other holiday rentals with a pool

Apartment in Research Triangle Park

5 out of 5 average rating, 5 reviews

Spacious Durham Executive Stay- Near RTP & Duke*

4.55 out of 5 average rating, 11 reviews

A modern living area features a light-colored sofa and a chic armchair, arranged around a sleek coffee table. Natural light comes from sliding glass doors that open to a balcony, while a flat-screen TV and minimalist decor complete the inviting space.

Apartment in Durham

The Durham III • Vibe 8726

4.88 out of 5 average rating, 25 reviews

A bright studio space features a spacious bed adorned with various throw pillows. A kitchenette area is visible in the background along with modern appliances. Decorative touches include wall wreaths and stylish baskets, contributing to a cozy and organized environment.

Guesthouse in Cary

RakShack Studio

Apartment in Research Triangle Park

4.94 out of 5 average rating, 33 reviews

Chic Condo, King Bed, 77″TV, Pets OK, Near RTP Hub

4.98 out of 5 average rating, 40 reviews

An outdoor view of a private HEATED pool surrounded by trees, with a dining area accessible through large glass doors. A game room scene features pickleball paddles and balls. Inside, a cozy bedroom is seen with a spacious bed and window offering natural light.

Home in Cary

HOT TUB/Dog & Family/Near Pickleball/Heated Pool

5 out of 5 average rating, 81 reviews

A well-lit hallway features neutral gray walls and dark wood flooring. White paneling lines the lower section of the walls, complemented by a decorative runner. Double doors on either side lead to additional spaces, while a front door provides natural light and outdoor views.

Townhouse in Morrisville

Where Relaxation Meets Home/POOL/KING suite/RTP

5 out of 5 average rating, 10 reviews

A bright living area is furnished with a spacious gray sofa and a matching loveseat, complemented by a blue accent chair. A large area rug covers the floor, while natural light enters through multiple windows. A fireplace is visible, with a TV mounted above it.

Townhouse in Raleigh

Dancing Daisy - Quiet Near Airport & Umstead, Pool