Cheltenham Vacation Rentals

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Our top choices for Cheltenham vacation rentals

Calliandras Apartment Complex

Calliandras Apartment Complex
3.5 star property
Ratho Mill
7.4 out of 10, Good, (12 reviews)
"The room was very clean and comfortable. Easy to contact staff for directions, extra services etc. Excellent customer service "
United States
Valissa
The price is CA $125
CA $155 total
includes taxes & fees
Apr 10 - Apr 11
Calliandras Apartment Complex

Sandrati Villa

Sandrati Villa
4.0 star property
Bequia Island
10.0 out of 10, Exceptional, (2 reviews)
"I loved staying. I extended on 3 different occasions and I will return when in Bequia. You can take a taxi or catch a van. It’s not far from the harbour. Great breeze. And a well equipped kitchen "
Canada
Deedra
The price is CA $177
CA $305 total
includes taxes & fees
Apr 22 - Apr 23
Sandrati Villa

Dalys Luxury Apartments

Dalys Luxury Apartments
4.0 star property
Choppins
10.0 out of 10, Exceptional, (8 reviews)
"I visited the property shortly after the hurricane and the property manager went above and beyond to ensure we had everything needed given the current conditions. "
United States
Alston
The price is CA $349
CA $426 total
includes taxes & fees
Apr 11 - Apr 12
Dalys Luxury Apartments

Immaculate 3 Bed Villa Overlooking Admiralty Bay

Immaculate 3 Bed Villa Overlooking Admiralty Bay
2.0 star property
Bequia Island
The price is CA $231
CA $336 total
includes taxes & fees
May 10 - May 11
Immaculate 3 Bed Villa Overlooking Admiralty Bay

Sadewa Villa

Sadewa Villa
4.5 star property
Bequia Island
9.6 out of 10, Exceptional, (7 reviews)
"Very unique house with great views. The property could use some repairs and maintenance, but overall a good experience. "
United States
Jeffrey
Sadewa Villa

WindBlow Villa

WindBlow Villa
3.0 star property
Belmont
2.0 out of 10, (1 review)
"My stay at windblow was very disappointing. I was booked from Feb 22 to 3/1 and left on Feb 23. The studio apartment had no draws, no nightstand, the sink in the bathroom was so tiny we ended up washing our faces in the kitchen sink because we would bump our heads trying to use bathroom sink. The Villa advertised as “quiet time” at night but had a dog that wasn’t disclosed,on site that howled for long periods of time.The shower caddy was so nasty it looked like something was growing out of it...
United States
Lisa
The price is CA $150
CA $185 total
includes taxes & fees
Apr 10 - Apr 11
WindBlow Villa

Grenadines View Villa

Grenadines View Villa
3.0 star property
Bequia Island
8.0 out of 10, Very good, (3 reviews)
"This property is exactly as advertised, and has a great view of the Caribbean waters and some of the rest of the Grenadines. The owners of the place are also very kind, attentive, and quick to respond in case of any trouble or need for help regarding anything and everything. One thing to note is that this property can feel a little far from the main areas of Bequia found around the port. So it is good to keep in mind that a taxi may be required for use when staying at this wonderful house. "
United States
Deniz
The price is CA $406
CA $454 total
includes taxes & fees
May 2 - May 3
Grenadines View Villa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cheltenham Hotel Reviews

Find out more about Cheltenham

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cheltenham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Cheltenham?

Yes, we have vacation rentals close to well known local attractions in Cheltenham, or you can select a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Cheltenham has to offer?

Immaculate 3 Bed Villa Overlooking Admiralty Bay: This vacation home near Cheltenham is located by the ocean and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What’s there to see and do in Cheltenham?

While you're exploring the area, Cotton House Beach and Friendship Bay Beach are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Lower Bay Beach and Princess Margaret Beach.

What’s a vacation rental in Cheltenham like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Cheltenham. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.