Owner Direct Vacation Rentals in Cheltenham

The Best Owner Direct Vacation Rentals in Cheltenham. Explore thousands of vacation home rentals, large cabins, and villas near Cheltenham

The Annexe @The Oaks From US $139
         

|
10.0 (84 Reviews)
House
  • Parking
  • Balcony/Terrace
  • Accessibility
Coombe House From US $258
         

|
10.0 (67 Reviews)
House
  • Parking
  • Balcony/Terrace
  • Security/Safety
The Cabin From US $163
         

|
10.0 (74 Reviews)
Apartment
  • Air Conditioner
  • View
  • Security/Safety
Boddington Mill, Enchanting 3 Bdr Retreat by Oriri From US $715
         

Norton Coach House From US $342
         

|
10.0 (6 Reviews)
House
  • Parking
  • Pet Friendly
  • View

Luxury Places to Stay in Cheltenham

Over 1722+ Luxury Places to Stay in or Near Cheltenham
The Chase From US $7,299
         

|
New
House
  • Parking
  • Pool
  • Balcony/Terrace
South Hill Farmhouse From US $5,657
         

|
New
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Luxury 6 Bedroom Period Home with Sauna and Gym From US $2,664
         

|
10.0 (2 Reviews)
House
  • Balcony/Terrace
  • Security/Safety
  • Wellness Facilities

Top-Rated Vacation Rentals with a Pool in Cheltenham

Over 33+ Top-Rated Vacation Rentals with a Pool in or Near Cheltenham
2 bedroom accommodation in Prestbury, near Cheltenham From US $173
         

The Greenway Hotel & Spa From US $327
         

|
9.2 (659 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • Pool
Cowley Manor Experimental From US $416
         

|
9.2 (248 Reviews)
Hotel
  • Parking
  • Pool
  • Wheelchair Accessible
The Greenway Hotel & Spa From US $326
         

|
9.2 (220 Reviews)
Hotel
  • Parking
  • Pool
  • TV
The George From US $114
         

|
9.0 (636 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Ellenborough Park From US $362
         

|
9.0 (554 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Cheltenham

Over 647+ Pet-Friendly Vacation Rentals in or Near Cheltenham
Alderley House From US $408
         

|
10.0 (4 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Carter's Cottage From US $683
         

|
10.0 (1 Review)
Cottage
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety
The Lantern From US $393
         

10.0 (4 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
The Hayloft - sleeps 6 guests in 3 bedrooms From US $351
         

Hilcot Farmhouse From US $404
         

|
10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • View

Large Vacation Homes & Villas in Cheltenham

Over 176+ Large Vacation Homes & Villas in or Near Cheltenham
Six bed Cotswold Holiday Home - Cross Keys Cottage From US $1,227
         

NEW Queens Road Property by Signature Stays From US $159
         

|
10.0 (2 Reviews)
House
  • Parking
  • View
  • Wheelchair Accessible
4 bedroom accommodation in Bourton-on-the-Water From US $1,682
         

10.0 (18 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Spacious 5BR, Cheltenham Town centre, inc parking From US $142
         

10.0 (2 Reviews)
House
  • Parking
  • Security/Safety
  • Child Friendly
South Hill Farmhouse From US $2,550
         

|
10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • View

Wheelchair Accessible Vacation Homes in Cheltenham

Over 58+ Wheelchair Accessible Vacation Homes in or Near Cheltenham
Fairview family home From US $359
         

10.0 (1 Review)
Apartment
  • Parking
  • Wheelchair Accessible
  • Balcony/Terrace
Central 1 BD + Sofa Bed - 2 mins to Centre From US $120
         

10.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • TV
Elliot Oliver - Luxury 3 Bedroom Town Centre Apartment With Parking From US $412
         

College View From US $185
         

|
9.9 (62 Reviews)
Bed & Breakfast
  • Parking
  • Wheelchair Accessible
  • Internet
Stunning 2 Bed in the Centre of Cheltenham From US $225
         

6.0 (1 Review)
Apartment
  • TV
  • Wheelchair Accessible
  • Accessibility
Kingfisher Cottage From US $276
         

|
9.5 (22 Reviews)
House
  • Parking
  • View
  • Wheelchair Accessible

Cheltenham Varoom and Airbnb Places to Stay Under $200

Over 581+ Cheltenham Varoom and Airbnb Places to Stay Under $200
The Green Room - ROOM & EN-SUITE ONLY From US $82
         

10.0 (5 Reviews)
House
  • Parking
  • Security/Safety
  • Fireplace/Heating
Stable Lodge Boutique B&B From US $173
         

|
10.0 (57 Reviews)
Bed & Breakfast
  • Parking
  • Balcony/Terrace
  • Accessibility
Stylish One Bed Flat in Central Cheltenham From US $142
         

10.0 (3 Reviews)
Apartment
  • Parking
  • Security/Safety
  • Internet
Grosvenor New Fresh Central Wifi From US $132
         

|
10.0 (2 Reviews)
Apartment
  • Parking
  • Security/Safety
  • Guest Services
18th century cottage 2 minutes walk to pubs, shops, restaurants and play park From US $188
         

10.0 (2 Reviews)
Cottage
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Stylish room for Cheltenham races From US $191
         

10.0 (2 Reviews)
House
  • Parking
  • View
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Cheltenham

Over 727+ Instantly Bookable Vacation Homes in or Near Cheltenham
Vivat From US $139
         

|
8.0 (1 Review)
Apartment
  • Parking
  • Balcony/Terrace
  • Child Friendly
Cottage in Cotswolds with Hot Tub & Garden From US $1,259
         

10.0 (67 Reviews)
Cottage
  • TV
  • Balcony/Terrace
  • Security/Safety
Modern 3 Bed Cheltenham Home From US $269
         

10.0 (1 Review)
House
  • Parking
  • TV
  • Balcony/Terrace
Barn in Cotswolds with Hot Tub & Scenic Views From US $1,061
         

10.0 (50 Reviews)
Cottage
  • TV
  • Balcony/Terrace
  • Security/Safety
Chestnut Cottage - sleeps 4 guests in 2 bedrooms From US $253
         

Barn in Cotswolds with Hot Tub & Scenic Views From US $1,054
         

10.0 (26 Reviews)
Cottage
  • TV
  • Balcony/Terrace
  • Security/Safety
Annexe in Cotswolds near Bourton-on-the-Water From US $959
         

10.0 (25 Reviews)
Apartment
  • TV
  • Security/Safety
  • Wellness Facilities

About Cheltenham Vacation Rentals

With more than 1731 Cheltenham vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Ownerdirect and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Cheltenham.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Ownerdirect Cheltenham, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Cheltenham. Places to stay near Cheltenham are 771.58 ft² on average, with prices averaging $382 a night.

Ownerdirect makes it easy and safe to find and compare vacation rentals in Cheltenham with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Cheltenham

Type Count
Vacation Homes 738
Holiday Apartments 493
Cottages 362
Hotels with Suites 86
B&B 23
Villas 9
Cabin Rentals 5
Others 5
Ski Chalet Rentals 3
Hostels 1

Use these Quick Filters to Find a Vacation Rental in Cheltenham

Pro Tip: Ownerdirect makes it easy to compare the best listings on Ownerdirect homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Ownerdirect homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Cheltenham.

Weather in Cheltenham

View the weather forecast for Cheltenham before booking your Cheltenham Vacation Rentals to confirm your best time to go.

December - February
High 43°F       Low 32°F
March - May
High 61°F       Low 36°F
June - August
High 63°F       Low 48°F
September - November
High 58°F       Low 35°F