Vacation rentals in Tewkesbury Borough

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Top-rated vacation rentals in Tewkesbury Borough

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Guest favorite

Cottage in Cheltenham

4.9 out of 5 average rating, 419 reviews

The Bothy cottage in the Cotswolds

The Bothy is a conversion of a 17th Century Cotswold stone stable and a 20th Century kennel building. On the ground floor is the living room with a beautiful wood burning stove, a fully equipped kitchen, a comfortable double bedroom and a modern shower room. Whilst upstairs, which is accessed from a narrow oak staircase, you can find the twin bedroom. The living room has been fitted to retain all its original features and is furnished in period style. I have included many Georgian and Victorian pieces and have also included a large settee and two arm chairs, dining table and chairs for 4, corner cupboard and a dash of the 21st Century with a Sky television. The Bothy is beautifully situated in the Postlip Coombe on the leeward side of the Cotswolds highest hill and yet only minutes from Winchcombe, a classic Cotswold "wool" town, renowned for its excellent shops, restaurants and architecture.

Dec 14 – 21

G$26,294 GYD per night

Guest favorite

Home in Boddington

4.98 out of 5 average rating, 101 reviews

Stunning Victorian Mill, 3 BDR

Oriri presents Boddington Mill, a stunning countryside retreat steeped in history and rural charm. Multiple levels intersect the original mill parts for a generous and sociable living space. A south-facing garden includes alfresco dining, wood-fired hot tub, and large lawn, home to fruit-bearing trees and wildlife. Bedrooms feature luxury bedding; vaulted, oak-beamed ceilings; and period windows. Guests will enjoy fine comforts, modern media, and a kitchen fit for the highest culinary ambitions.

Jan 22 – 29

G$125,676 GYD per night

Guest favorite

Shepherd’s hut in Winchcombe

4.97 out of 5 average rating, 127 reviews

Stunning Cotswold Views, Idyllic, En suite TV/WiFi

Scandinavian styled, ensuite, luxury Shepherd's Hut set in idyllic private countryside. Extensive hillside views. Perfectly located in an Area of Outstanding Natural Beauty (AONB) in The Cotswolds. National Walking Trails on the doorstep. Picturesque walk or e-bike to medieval Winchcombe; home to the fascinating & majestic Sudeley Castle, many interesting shops, excellent restaurants, superb cafés & pubs. Just one other beautiful Shepherd’s Hut is also available & both can be booked together.

Sep 9 – 16

G$24,668 GYD per night

Guest favorite

Apartment in Gloucestershire

4.93 out of 5 average rating, 148 reviews

Best located Flat in Cheltenham + Free Parking

Luxury, modern, 5* apartment in the heart of Montpellier, Cheltenham. Centrally located, just a minutes walk from Cheltenham’s prestigious shopping on The Promenade. Montpellier bustles with bars & restaurants including The Ivy and 131. The apartment is set back off Montpellier Street in The Courtyard so has more privacy. A huge benefit is the free of charge, private parking space. If you’re here for one of Cheltenham’s festivals Imperial Gardens and Montpellier Gardens are opposite the flat.

Oct 29 – Nov 5

G$28,720 GYD per night

Guest favorite

Home in Woodmancote

4.98 out of 5 average rating, 126 reviews

The Cotswold Holiday Home.

Innisfree was built in 1907 from local Cotswold stone, recently extended and renovated to a high standard with modern contemporary fittings making for a very warm and comfortable holiday home. Bedrooms have been fitted with new beds for flexible accommodation of singles and superking size doubles. A single child’s bed and travel cot may be added to the master suite. A double garage provides parking for two cars. The house has large enclosed gardens with outside furniture and BBQ fireplace.

Aug 8 – 15

G$33,016 GYD per night

Guest favorite

Guesthouse in Leigh

4.92 out of 5 average rating, 156 reviews

Cosy countryside retreat.

The Nest is a self contained detached annexe set in the peaceful Gloucestershire village of The Leigh. The property has been newly refurbished and is available for up to 2 people with access to a secluded garden space within our lovely orchard surroundings. The property has easy access and ample parking. Located within easy reach of Cheltenham, Tewkesbury, Gloucester, The Malverns, Cotswolds and M5, the accommodation is in a perfect position for exploring all that the area has to offer.

Dec 10 – 17

G$22,963 GYD per night

Guest favorite

Home in England

4.94 out of 5 average rating, 250 reviews

Cotswold Garden Accomodation near Racecourse/Univ

Home from home , self contained, modern airy accomodation close to Cheltenham. The park & ride bus is 500m from us provides easy travel into the town centre and direct to Cheltenham Railway Station, or leave your car in our parking space . A great base to explore the Cotswolds with all the bars and restaurants of the Regency town close by. Stretch your legs in the beautiful Pittville Park and Pump rooms about ten minutes stroll from, perfect base for cycling and walking in the Cotswolds.

Aug 9 – 16

G$21,897 GYD per night

Guest favorite

Home in Gloucestershire

4.98 out of 5 average rating, 110 reviews

7 Diamond Jubilee, Cheltenham

Diamond Jubilee is a unique fully electric property located in a quiet little mews street but a short walk to the bars, shops, and restaurants of the vibrant area of The Suffolks and Montpellier. Cheltenham has a thriving cultural scene and hosts numerous festivals throughout the year such as the jazz, food and drink, literature, and science. Undoubtedly, the highlight of the year is the annual racing festival, The Gold Cup at Cheltenham Racecourse. Newly renovated bathroom.

Oct 23 – 30

G$30,349 GYD per night

Guest favorite

Condo in Gloucestershire

4.97 out of 5 average rating, 150 reviews

Stylish apartment in the heart of Cheltenham

A chic stylish one bedroom apartment in a Victorian townhouse in the centre of Cheltenham with FREE PARKING. Perfectly located to experience all Cheltenham has to offer. A short walking distance to festival locations and the most popular bars and restaurants in Montpellier, The Suffolks, Bath Road and the Promenade. The racecourse is a 25 minute walk or 10 minutes by road. An ideal base for those travelling for business or pleasure.

Apr 18 – 25

G$21,296 GYD per night

Guest favorite

Guesthouse in Cheltenham

4.97 out of 5 average rating, 235 reviews

Private Annexe - double bedroom with en-suite

A detached annexe in Cheltenham with double bedroom and en-suite bathroom, this newly refurbished self-contained property has a private entrance via side gate and free on road parking. There are tea and coffee making facilities, mini fridge, flat screen smart TV and free Wi-Fi. 5 mins walk from Cheltenham train station - on race days there is a free shuttle from the station to the racecourse. Prices vary depending on time of year.

Aug 31 – Sep 7

G$18,866 GYD per night

Guest favorite

Guest suite in Gloucestershire

4.89 out of 5 average rating, 260 reviews

The Garden retreat

The Garden room has its own front and back door, and access to a lovely south facing garden. It has a kitchenette and en suite. It has a very comfortable king-size bed. We are 10-15 minutes walk from the town centre and have views onto Cleeve Hill the highest point of the Cotwolds. There are good local pubs, a national award winning fish and chip shop and a supermarket all nearby. Perfectly situated for all Cheltenham festivals.

Aug 17 – 24

G$15,174 GYD per night

Guest favorite

Guesthouse in Cheltenham

4.87 out of 5 average rating, 454 reviews

Self-contained unit, parking & 3 mins walk to town

Period apartment with own private access, feature fireplace with wood-burning stove and black beams in ceiling. Modern kitchen and ensuite wet room. Fully equipped with all necessary kitchen equipment and toiletries. Use of private courtyard garden with table and chairs. Off street parking on drive. At end of quiet cul-de-sac next to beautiful park. Very peaceful with no traffic noise. Very comfy bed!

May 31 – Jun 7

G$23,042 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Tewkesbury Borough vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Tewkesbury Borough's top sights

Cheltenham Racecourse284 locals recommend

Sudeley Castle248 locals recommend

Gloucester Cathedral180 locals recommend

Cotswold Farm Park251 locals recommend

Pittville Park157 locals recommend

Tewkesbury Abbey55 locals recommend

Other great vacation rentals in Tewkesbury Borough

Guest favorite

Guest suite in Winchcombe

4.93 out of 5 average rating, 123 reviews

The Annex Self contained suite on a working farm

Jun 16 – 23

G$20,437 GYD per night

Guest favorite

Chalet in Cheltenham

4.95 out of 5 average rating, 193 reviews

Fantastic isolation Cotswolds hideaway Cleeve Hill

Oct 15 – 22

G$27,205 GYD per night

Guest favorite

Apartment in Gloucestershire

4.88 out of 5 average rating, 155 reviews

LANSDOWN APARTMENT - Sleeps 1-4 - FREE PARKING

Mar 20 – 27

G$19,420 GYD per night

Guest favorite

Condo in Gloucestershire

4.88 out of 5 average rating, 222 reviews

Modern studio in the heart of Cheltenham

Apr 1 – 8

G$16,762 GYD per night

Guest favorite

Condo in Gloucestershire

4.92 out of 5 average rating, 175 reviews

Self-contained spacious flat near town centre

Oct 31 – Nov 7

G$21,244 GYD per night

Superhost

Condo in Cheltenham

4.83 out of 5 average rating, 246 reviews

Apartment in the heart of Cheltenham/ Parking

Aug 25 – Sep 1

G$24,119 GYD per night

Guest favorite

Barn in Gloucester

4.99 out of 5 average rating, 155 reviews

Rural retreat - Hen House, contemporary & spacious

Jul 15 – 22

G$30,725 GYD per night

Guest favorite

Apartment in Cheltenham

4.83 out of 5 average rating, 294 reviews

Self contained studio apartment close to town

Apr 8 – 15

G$10,196 GYD per night

Show all

Quick stats about vacation rentals in Tewkesbury Borough

Total rentals
3.2K properties
Rentals with dedicated workspaces
1.1K properties have a dedicated workspace
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
920 properties allow pets
Family-friendly rentals
1.5K properties are a good fit for families
Total number of reviews
110K reviews

Frequently Asked Questions

How much does it cost to stay in guesthouse rentals in Tewkesbury Borough?
Experience the best of Tewkesbury Borough with our guesthouse rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Tewkesbury Borough?
Yes! Work meets play with ease at over 1,060 vacation rentals in Tewkesbury Borough featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Tewkesbury Borough?
Make yourself at home in Tewkesbury Borough by choosing from our most frequently booked neighborhoods. We have over 1,810 vacation rentals in Brockworth, over 170 vacation rentals in Barnwood, and over 170 vacation rentals in Longlevens.
Do townhouse rentals in Tewkesbury Borough have a kitchen?
Absolutely! We offer over 100 townhouse rentals with a kitchen in Tewkesbury Borough. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Tewkesbury Borough have free parking?
Absolutely! We offer over 320 apartment rentals with free parking in Tewkesbury Borough. Enjoy a tailored experience with all the comforts you desire.
Are there Tewkesbury Borough vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Tewkesbury Borough, available on Airbnb. Make a splash and soak up the sun in style!
Do tiny house rentals in Tewkesbury Borough have wifi?
Absolutely! We offer over 10 tiny house rentals with wifi in Tewkesbury Borough. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Villa Rentals in Tewkesbury Borough?
Enhance your stay in our Villa Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Tewkesbury Borough?
Tewkesbury Borough has more than 1,540 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Tewkesbury Borough have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Tewkesbury Borough. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Tewkesbury Borough

Top-rated vacation rentals in Tewkesbury Borough

Vacation rentals for every style

Cottages

Houses

Cabins

Popular amenities for Tewkesbury Borough vacation rentals

Stay near Tewkesbury Borough's top sights

Other great vacation rentals in Tewkesbury Borough

Guest suite in Winchcombe

Chalet in Cheltenham

Apartment in Gloucestershire

Condo in Gloucestershire

Condo in Gloucestershire

Condo in Cheltenham

Barn in Gloucester

Apartment in Cheltenham

Quick stats about vacation rentals in Tewkesbury Borough

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

How much does it cost to stay in guesthouse rentals in Tewkesbury Borough?

Are there vacation rentals with a dedicated workspace in Tewkesbury Borough?

Where should I stay in Tewkesbury Borough?

Do townhouse rentals in Tewkesbury Borough have a kitchen?

Do apartment rentals in Tewkesbury Borough have free parking?

Are there Tewkesbury Borough vacation rentals on Airbnb with pools?

Do tiny house rentals in Tewkesbury Borough have wifi?

What are the most popular amenities for Villa Rentals in Tewkesbury Borough?

Are there family-friendly vacation rentals in Tewkesbury Borough?

Do apartment rentals in Tewkesbury Borough have air conditioning?

Destinations to explore