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Cheltenham vacation rentals
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Best Vacation rentals and Airbnb offers in Cheltenham

Discover Central Vacation Rentals in Cheltenham

Stay in downtown Cheltenham to keep top attractions within walking distance. Browse our central vacation rentals and find your perfect base.

Beautiful Bath Road Retreat With Log Burner - Cheltenham
8.8 3 reviews

Beautiful Bath Road Retreat With Log Burner

apartment, Gloucestershire
This Cheltenham vacation home is conveniently located 0.4 miles from Cheltenham General Hospital and 2.5 miles from Cheltenham Racecourse, offering easy access to the University of Gloucestershire and Cheltenham Playhouse.
This two-bedroom, one-bathroom rental sleeps six guests and includes a kitchen with a refrigerator and microwave, a fireplace, a private balcony, and Wi-Fi.
Unique & Stylish Town House In Central Cheltenham - Cheltenham
9.3 37 reviews

Unique & Stylish Town House In Central Cheltenham

house, Cheltenham
This recently renovated Cheltenham townhouse is centrally located, offering easy access to Sudeley Castle (8.1 miles), Gloucester Cathedral (8.5 miles), and Kingsholm Stadium (8.7 miles).
This 850-square-foot (approximately 79-square-meter) property features two bedrooms, two bathrooms, and accommodates up to nine guests, boasting amenities such as a private terrace, free Wi-Fi, and a fully equipped kitchen.
Curb Properties - Super 2 Bed Apartment 5 Min From Town Centre - Cheltenham
9.2 48 reviews

Curb Properties - Super 2 Bed Apartment 5 Min From Town Centre

apartment, Cheltenham
This Cheltenham apartment is conveniently located just 5 minutes from the town center, making it easy to explore shops, restaurants, and attractions. It has earned excellent ratings for location, cleanliness, and overall user experience.
The 2-bedroom, 1-bathroom apartment offers 540 square feet of space, comfortably accommodating up to 4 guests. Enjoy a fully equipped kitchen, a private patio, free parking, and free Wi-Fi, perfect for a relaxing and enjoyable stay.
Regency Apartment - Private Entrance & Courtyard - Cheltenham
9.6 153 reviews

Regency Apartment - Private Entrance & Courtyard

apartment
This Cheltenham flat is conveniently located near Weston Park, Cotswold Water Park, and Coughton Court, making it a great base for exploring the surrounding area. The apartment has earned excellent ratings for cleanliness, location, and user experience.
The two-bedroom apartment can comfortably accommodate up to four guests. Enjoy a private entrance, courtyard, patio, free WiFi, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher.

Best Cheltenham vacation rentals with air conditioning

Beautiful Home: *Private Cinema Room* & Garden - Cheltenham
9.9 24 reviews

Beautiful Home: *Private Cinema Room* & Garden

apartment
This family-friendly apartment in Cheltenham is located in a quiet residential area, just a short walk from the town center and its many attractions, including the Cheltenham Promenade and the Everyman Theatre. The 2-bathroom apartment features a spacious open-plan kitchen, a private garden with a swing, and can comfortably accommodate up to 7 guests.
Contemporary 2-bed 2-bath Home With Parking - Cheltenham
No reviews

Contemporary 2-bed 2-bath Home With Parking

house, Cheltenham
This contemporary 2-bedroom, 2-bathroom house is located in a convenient area of Cheltenham, providing easy access to local amenities and attractions.
This 990 square foot residence offers air conditioning, complimentary Wi-Fi, and on-site parking, with a terrace or balcony for guest enjoyment.
Montpellier Cheltenham - Character Georgian Town House - Cheltenham
No reviews

Montpellier Cheltenham - Character Georgian Town House

house, Cheltenham
This character Georgian townhouse is situated in the desirable Montpellier district of Cheltenham, 8.1 miles from Gloucester Cathedral and 8.3 miles from Kingsholm Stadium.
This 500 square foot residence offers 1 bedroom, 2 bathrooms, and can accommodate up to 9 guests with amenities including a fully equipped kitchen, air conditioning, and complimentary WiFi.
Spacious Pet Friendly Home In Central Cheltenham. Sleeps 6 Free Parking! - Cheltenham
No reviews

Spacious Pet Friendly Home In Central Cheltenham. Sleeps 6 Free Parking!

apartment, Cheltenham
This converted bakery rental in Cheltenham's Montpellier district is a 12-minute walk from Cheltenham City Centre and Montpellier Gardens, and a 15-minute walk from Bath Road's shops and restaurants.
This 3-bedroom, 1-bathroom flat accommodates up to 6 guests and features a spacious open-plan living area, a fully equipped kitchen, air conditioning, a terrace, garden, and free on-street parking, with pets welcome.

Frequently Asked Questions about vacation rentals in Cheltenham

  • What should a first-time visitor not miss in Cheltenham?

    For a first-time visit to Cheltenham, you should definitely check out the Cheltenham Town Hall, the Montpellier Gardens, and the Pittville Pump Room. These are some of the most iconic landmarks in the town.
  • What are the best Airbnb and vacation rentals in Cheltenham?

    Portland Apartments, Tewkesbury Town House and Strozzi Palace Suites By Mansley are the most popular Airbnb and vacation rentals in Cheltenham among travelers.

  • Which neighborhood in Cheltenham should you consider for a vacation rental?

    Montpellier is a popular choice for vacation rentals in Cheltenham, as it's close to the town center and has a wide range of restaurants, shops, and cafes. You can also find some nice rentals in the areas around Pittville Park.
  • What are the most popular Airbnbs in Cheltenham?

    Among the Airbnbs in Cheltenham, Tewkesbury Town House, Mike's Flat 5 and Beautiful Two Bedroom Apartment are the most popular ones.

  • What are the top family-friendly attractions in Cheltenham?

    The most popular family-friendly attractions in Cheltenham are the Cotswold Wildlife Park & Gardens, the Cheltenham Museum and Art Gallery, and the Everyman Theatre. These are all great places to spend a day with kids.
  • What are the best vacation rentals with a pool in Cheltenham?

  • When is the best time to book a vacation rental in Cheltenham?

    The best time to book a vacation rental in Cheltenham is during the shoulder seasons, which are spring and fall. You'll get the best deals and avoid the summer crowds.
  • What are the best rentals for families and kids in Cheltenham?

  • What events or festivals should visitors check out in and around Cheltenham?

    The Cheltenham Jazz Festival is a popular event in the town, and there are also several other festivals throughout the year, such as the Cheltenham Literature Festival and the Cheltenham Science Festival. If you're looking for something outside of the town, you can check out the Cotswold Show, which is held in nearby Cirencester.
  • What are the best rentals or Airbnbs with a jacuzzi in Cheltenham?

  • What are the best budget-friendly activities in Cheltenham?

    You can take a walk through the Montpellier Gardens, explore the Cheltenham Town Hall, or visit the Cheltenham Museum and Art Gallery for free. These are all great ways to see the town without spending a lot of money.
  • What are the best restaurants with local dishes in Cheltenham?

    Some of the best restaurants in Cheltenham for local dishes include The Tavern, The Wheatsheaf Inn, and The Crown at Stanway. These restaurants serve traditional British cuisine, using fresh, local ingredients.
  • What are the best walking or cycling routes in Cheltenham?

    The Cotswold Way is a popular walking and cycling route that passes through Cheltenham. You can also find some nice walks and cycle paths in the town's parks, like Pittville Park and Montpellier Gardens.
  • Are there pet-friendly attractions in Cheltenham?

    Many of the parks in Cheltenham, like Pittville Park and Montpellier Gardens, are pet-friendly. You can also find some pet-friendly pubs and cafes in the town.
  • What are the benefits of choosing a vacation rental in Cheltenham?

    Vacation rentals offer more space and privacy than hotels, and they often come with amenities like a kitchen and laundry facilities. They can also be a more affordable option than staying in a hotel.

Popular destinations

Choose the Right Vacation Rentals with a Terrace in Cheltenham

Wake up to breathtaking views at these Cheltenham vacation rentals with balconies, perfect for your morning coffee.

Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Ga - Cheltenham
9.8 2 reviews

Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Ga

house, Cheltenham
Vacation house with an excellent rating of 98% based on 2 reviews. You will be located in Cheltenham.
Facilities and services include an iron, a washing machine and free parking. Take advantage of the terrace in this house!
Characterful 1 Bed Apartment In Cheltenham Centre - Cheltenham
No reviews

Characterful 1 Bed Apartment In Cheltenham Centre

apartment, Cheltenham
This Cheltenham apartment offers a prime location in the town center, a short walk from the Regent Arcade shopping center, Everyman and Playhouse Theatres, and a 30-minute walk or 5-minute drive from Cheltenham Racecourse.
This 500-square-foot (46-square-meter) unit features one bedroom, one bathroom, a fully equipped kitchen with a fridge, microwave, and dishwasher, a private terrace, free on-site parking, high-speed internet, and accommodates two guests.
Marchmont, Parabola Road - Cheltenham
9.4 11 reviews

Marchmont, Parabola Road

apartment, Cheltenham
This apartment on Parabola Road in Cheltenham is located 8.4 miles from Kingsholm Stadium and 8.2 miles from Gloucester Cathedral.
This 1070 square foot flat accommodates up to 7 guests with 2 bedrooms, 2 bathrooms, a fully equipped kitchen, complimentary WiFi, free private parking, and a private terrace.
Albert House - 3 Beds, Central & Racecourse! - Cheltenham
10 1 review

Albert House - 3 Beds, Central & Racecourse!

apartment, Cheltenham
This Pittville, Cheltenham home is a short walk from Cheltenham High Street, a 20-minute walk from Cheltenham Racecourse, and a 30-minute drive from the Cotswolds.
This three-bedroom, two-bathroom rental sleeps six guests comfortably, boasting a modern open-plan living and kitchen area with a dishwasher, Nespresso machine, and Smart TV, plus a private garden and free on-street parking (registration required).

Compare Vacation Rentals for Families in Cheltenham

Booking a family-oriented vacation rental in Cheltenham keeps you close to top city attractions for a stress-free getaway.

Modern 4 Bedroom 4 Bathroom Home In Cheltenham - Cheltenham
8.0 2 reviews

Modern 4 Bedroom 4 Bathroom Home In Cheltenham

apartment, Cheltenham
This modern townhouse in Cheltenham is centrally located, offering easy access to the city center and is within a 3-mile drive of Cineworld Cheltenham, with Gloucester Docks and Gloucester Quays approximately 8 miles away.
This 4-bedroom, 4-bathroom apartment accommodates up to 10 guests, featuring en-suite bathrooms for each bedroom, a kitchen/diner with seating for 8, a patio garden with outdoor seating, and a versatile lounge with a sofa bed, plus street parking permits for up to 2 cars.
Peaceful 3-bed Home In Tivoli - Cheltenham
8.0 1 review

Peaceful 3-bed Home In Tivoli

apartment, Gloucestershire
This three-bedroom Cheltenham apartment in the Tivoli district offers convenient access to the Promenade (a 12-minute walk) and the High Street (21 minutes away), placing you near Cheltenham's best restaurants and bars, including the Tivoli Gastro pub.
The unit features an open-plan living, dining, and kitchen area opening to a patio garden, accommodating up to six guests with two bathrooms, complimentary Wi-Fi, and off-street parking—a rare find in this central location.
Charming Two Bedroom Apartment In Fairview - Cheltenham
No reviews

Charming Two Bedroom Apartment In Fairview

apartment, Cheltenham
This two-bedroom rental is located in the Fairview district of Cheltenham, offering convenient access to local amenities.
This 700-square-foot flat includes a kitchen with a fridge, microwave, and dishwasher, a separate living room, a terrace/balcony, and complimentary Wi-Fi and parking.
One Bedroom House Free Parking - Cheltenham
8.0 9 reviews

One Bedroom House Free Parking

apartment, Gloucestershire
This one-bedroom house in Cheltenham is located 8 miles from Sudeley Castle and 8.9 miles from Kingsholm Stadium, with Cotswold Water Park and Coughton Court within 20-29 miles.
This Cheltenham rental offers a private terrace, complimentary WiFi, a fully equipped kitchen, and private parking for up to 3 guests, with a 11:00 AM check-out.

Best Cheltenham vacation rentals with parking

Central Luxury Apartment With Parking - Cheltenham
9.3 114 reviews

Central Luxury Apartment With Parking

apartment, Cheltenham
The Cheltenham Suites - Collection Of Luxury Flats - Cheltenham
No reviews

The Cheltenham Suites - Collection Of Luxury Flats

apartment, Cheltenham
Luxury 2 Bedroom, 2 Bathroom Apt With Parking - Cheltenham
9.7 20 reviews

Luxury 2 Bedroom, 2 Bathroom Apt With Parking

apartment
Premium Deal L Hill View Home L Last-minute Offer L Cheltenham L Aj Properties L Perfect For Short Or Long Stays L 4beds 4bedrooms - Cheltenham
8.8 59 reviews

Premium Deal L Hill View Home L Last-minute Offer L Cheltenham L Aj Properties L Perfect For Short Or Long Stays L 4beds 4bedrooms

house, Cheltenham

Find the Best Luxury Vacation Rentals in Cheltenham

Discover high-end comfort in Cheltenham with upscale rentals that prioritize luxury and guest satisfaction.

Cheltenham Stay, 8 Private Self-contained Apartments By Mystayinn - Cheltenham
8.7 32 reviews

Cheltenham Stay, 8 Private Self-contained Apartments By Mystayinn

apartment, Cheltenham

Discover Pet-Friendly Vacation Rentals in Cheltenham

Travel with ease to Cheltenham with pet-friendly rentals located near local dog parks and scenic city walks.

Townhouse Luxury, Central Grade 2 Listed Apartment - Cheltenham
10 281 reviews

Townhouse Luxury, Central Grade 2 Listed Apartment

apartment
Cheltenham Racing, Hill Views & Hens Cotswold Home - Cheltenham
9.8 39 reviews

Cheltenham Racing, Hill Views & Hens Cotswold Home

apartment
The Nook, Fairview, Cheltenham Town Centre-parking & Garden - Cheltenham
9.6 90 reviews

The Nook, Fairview, Cheltenham Town Centre-parking & Garden

house, Cheltenham
The Atelier  A Stylish Cheltenham Hideaway For 4 - Cheltenham
10 1 review

The Atelier A Stylish Cheltenham Hideaway For 4

apartment, Gloucestershire

Top-Rated Vacation Rentals with a Pool in Cheltenham

A vacation rental with a pool in Cheltenham makes it easy to fit in a proper swim right in the heart of the city.

The Most Amazing House In Cheltenham / Cotswolds Ideal For Parties & Families - Cheltenham
10 3 reviews

The Most Amazing House In Cheltenham / Cotswolds Ideal For Parties & Families

apartment, Cheltenham
The Greenway Hotel & Spa - Cheltenham
No reviews

The Greenway Hotel & Spa

resort, Shurdington
Cheltenham, The Finest House In The Cotswolds! - Cheltenham
9.6 5 reviews

Cheltenham, The Finest House In The Cotswolds!

apartment
Cheltenham's Most Luxurious House - Beautiful Hot Tub & Indoor Pool - Cheltenham
9.8 5 reviews

Cheltenham's Most Luxurious House - Beautiful Hot Tub & Indoor Pool

house, Charlton Kings

Top Vacation Rentals with a Hot Tub in Cheltenham

Unwind at the end of a busy city day with a private hot tub at these hand-selected vacation rentals in Cheltenham.

New Luxury Retreat By Signature Stays - Hot-tub - Cinema Room - 9 Bed - Cheltenham
No reviews

New Luxury Retreat By Signature Stays - Hot-tub - Cinema Room - 9 Bed

house, Cheltenham
Town Centre Oasis With Two Hot Tubs - Cheltenham
9.7 29 reviews

Town Centre Oasis With Two Hot Tubs

apartment, Cheltenham
Comfy Modern Townhouse/w Free Parking & Garden, Newly Refurbished, Self Catering - Cheltenham
9.0 4 reviews

Comfy Modern Townhouse/w Free Parking & Garden, Newly Refurbished, Self Catering

apartment, Cheltenham
Central Penthouse With Hot Tub & Views 24 Cheltenham - Cheltenham
9.8 95 reviews

Central Penthouse With Hot Tub & Views 24 Cheltenham

apartment, Cheltenham
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