
Holiday rentals with a pool in Chapel Hill
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Chapel Hill
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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.

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

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.

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.

Spacious Poolside Guesthouse on Private Pond
Our 67-acre property, Split Rock, is located 25 min. from Duke University and UNC-Chapel Hill. We are also 15 min. from Carrboro & Hillsborough, a historic, walkable community. Our guesthouse is a large pool cabana with kitchenette & queen bed overlooking a 4.5-acre pond surrounded by uninterrupted woodland. You are welcome to canoe, fish, walk our trails, play disc golf, or just enjoy the peaceful view. Split Rock is ideal for couples and solo travelers.

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.

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!
Popular amenities for Chapel Hill rentals with a pool
House rentals with a pool

Comfortable Family Home with Peloton in Apex

Perfect Retreat-Elegant Comfort & Family Friendly

Infinity Board Game Table | Pet Friendly | Fire-Pi

Movie Loft Stunner @ Carpenter Village | Walkable

It’s Hot Tub Season! Stunning Home! Relax - Enjoy.

Serene Landing Place near Downtown Cary

Nature's Neighbor

Hot Tub, Game Room, Fitness Center
Apartment rentals with a pool

Amazing Lake Views! Enjoy the sunrise & wildlife.

A short walk with a breeze .

FLAT 127 Downtown Durham

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

Downtown "Bull Durham" Condo

RTP Condo Near RDU Airport + Pool & Amenities

Condo in Downtown Durham - 253

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

Worker's Paradise Steps from DT Clayton

The Cottage at Summer Meadows

City Loft|King bed|75" TV|RDU 8 Min

Eye of the Rooster Farm

Where Relaxation Meets Home/KING suite/RTP/POOL

Palazzo Di Amore - NEW Luxury Living w/Heated Pool

High-Rise Apt Raleigh Free Parking & Sunset View 1

Serenity Cottage
When is the best time to visit Chapel Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $115 SGD | $116 SGD | $117 SGD | $116 SGD | $165 SGD | $129 SGD | $150 SGD | $144 SGD | $148 SGD | $160 SGD | $131 SGD | $111 SGD |
| Avg. temp | 5°C | 6°C | 10°C | 15°C | 19°C | 23°C | 25°C | 25°C | 21°C | 15°C | 10°C | 6°C |
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 $26 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Chapel Hill holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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- PNC Arena
- Duke University
- North Carolina Zoo
- Wet'n Wild Emerald Pointe Water Park
- Durham Bulls Athletic Park
- Raven Rock State Park
- Sedgefield Country Club
- Tobacco Road Golf Club
- Greensboro Science Center
- Frankie's Fun Park
- American Tobacco Campus
- Eno River State Park
- North Carolina Museum of Natural Sciences
- Carolina Theatre
- Lake Johnson Park
- Starmount Forest Country Club
- William B. Umstead State Park
- North Carolina Museum of History
- Sarah P. Duke Gardens
- North Carolina Museum of Art
- Gregg Museum of Art & Design
- International Civil Rights Center & Museum
- Gillespie Golf Course
- Durham Farmers' Market




