Vacation rentals in Tewkesbury Borough

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Top-rated vacation rentals in Tewkesbury Borough

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Top guest favorite
An open-plan living area features exposed wooden beams and a brick feature wall, creating a warm ambiance. A plush sofa is positioned beside a log burner. A glass vase with colorful flowers adorns the dining table, enhancing the inviting interior.
Cottage in Stoke Orchard
4.94 out of 5 average rating, 143 reviews

Willow Cottage, A Luxury Cotswold Retreat

Willow Cottage is a self-contained annexe connected to Waterloo House, a 19th century farmhouse. Named after the Weeping Willow tree right outside the door and located in the beautiful semi-rural village of Stoke Orchard, this recently renovated cottage offers an excellent base from which to explore the Cotswolds. There are great walks and cycle routes straight out of the door, and with Cheltenham Racecourse and Cheltenham town only a short drive away the possibilities for exploring are endless!

Top guest favorite
The exterior of a charming brick building is displayed, featuring a symmetrical design with large windows framed in white. A subtle front door with a circular window is central, flanked by neatly arranged planters and greenery, creating a welcoming presence.
Apartment in Henleaze
4.98 out of 5 average rating, 211 reviews

Beautiful basement flat. Leckhampton, Cheltenham

Beautiful self contained basement flat with own entrance. Open plan living area with pull down ‘Murphy bed’ (please ask when booking if you would like to use this bed as it requires host assembly). Full kitchen-dishwasher,oven,microwave & washing machine. Bedroom with wardrobe, dressing table and king size bed- can be separated into 2 singles on request at time of booking. Wet room with shower. Shampoo,conditioner,shower gel and towels provided. Tea,coffee,milk and breakfast items provided.

Guest favorite
A modern kitchen space features sleek white cabinets and an integrated oven. A wooden countertop provides an inviting area for meal preparation, while stainless steel appliances complement the clean design. Natural light enters through a nearby window, enhancing the bright and functional atmosphere.
Condo in Henleaze
4.87 out of 5 average rating, 373 reviews

Modern studio in the heart of Cheltenham

Enjoy your stay in this centrally located studio apartment on the top ( second ) floor. Ideally located for all the wonderful bars cafes and restaurants that Cheltenham has to offer, this easy living, modern studio apartment is on the doorstep to all the activity. You will see instructions for entry 48 hours before arrival. GL52 2SQ There is a secure side door for bike storage on ground floor. Cheltenham Racecourse is a 5 minute drive ( traffic dependent ) or a 30 minute walk from apartment.

Top guest favorite
A well-appointed studio space features a double bed adorned with yellow and teal cushions, complemented by a cozy sofa. Natural light filters through frosted glass doors, leading to the outdoor area. Soft grey walls and wooden flooring enhance the room's tranquil atmosphere.
Guest suite in Henleaze
4.88 out of 5 average rating, 103 reviews

Annexe in the foothills

Kick back and relax in this calm, stylish space. A newly created annex nestled in the foothills of Leckhampton Hill. 2 minute walk to an Area of Outstanding Natural Beauty and 15 minute walk from the Cotswold Way. This beautiful, bijou annexe is self contained, with private entrance and off road parking, in a quiet, residential cul de sac. Finished to a very high standard throughout with double bed, sofa, smart TV, shower room, and kitchen with workspace. 30 minute walk into Regency Cheltenham.

Guest favorite
A comfortable living area features a stylish coffee table with books and cups, set in front of a decorative electric fire. A modern artwork is displayed on the wall above, while natural light filters through partially closed window blinds. A potted plant adds a touch of greenery.
Apartment in Henleaze
4.9 out of 5 average rating, 110 reviews

St Marg’s Hideaway; Grade II listed luxury apartment in the heart of Cheltenham - gateway to the Cotswolds! Sleeps 4 - outdoor seating and free private parking!

Welcome to St. Marg's Hideaway! Indulge in luxury living in this apartment within a Grade II listed building in central Cheltenham, with free private parking included! Meticulously restored, this apartment combines historic charm with modern comfort, and sleeps 4. The spacious living area, tranquil bedroom and top-notch kitchen create an elegant ambiance. Located in Cheltenham's centre, St Marg's offers a blend of heritage and contemporary living for a truly opulent stay. Now also pet-friendly!

Top guest favorite
The entrance to the Garden House is framed by a sturdy tree and vibrant potted plants, showcasing colorful flowers. A wooden table and shelf stand beside the door, enhancing the welcoming appearance of this independent annex.
Tiny home in Gloucestershire
4.93 out of 5 average rating, 773 reviews

The Garden House in Kingsholm, Gloucester

The Garden House is a lovely single room annex with independent access, en-suite bathroom and shower. Light, cosy, and simply furnished, set in the garden of a residential home near the centre of Gloucester, it's a quiet space to relax or work. Driveway parking available. A two-minute walk to the famous Kingsholm rugby stadium and food shops, ten minutes to city centre, bus and train stations, cathedral, Quays shopping outlet, restaurants and historic docks. Easy bus route to Cheltenham.

Top guest favorite
A charming brick exterior showcases the annexe, surrounded by well-maintained greenery. The sloped roof and wooden door complement the rustic feel. Flowering plants in colorful pots are positioned near the entrance, and a gravel path leads to the entrance, inviting relaxation in a serene setting.
Guesthouse in Leigh
4.92 out of 5 average rating, 256 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.

Top guest favorite
A bright studio space is furnished with a wooden bed draped in white linens and a teal throw. A cozy sofa is positioned beside a TV, with a small kitchenette featuring modern amenities. Natural light illuminates the area through large windows that overlook a garden.
Guest suite in Henleaze
4.99 out of 5 average rating, 159 reviews

Bright spacious private annex in a great location

Bright and spacious private recently built self-contained annex within a friendly family home. Ideal quiet location, close to town, local amenities, bars and restaurants. Close to Bath Road, bus stops, hospital and train station. Separate entrance with key safe entry. Small new kitchen area with hob, fridge, microwave and kettle. Lounge area has large comfy sofa and TV. Views into a large garden with own seating on the decking. Comfy bed, own bathroom with shower. Off road free parking.

Top guest favorite
A large, pale yellow building is featured with a grand entrance and multiple windows. A flowering tree with pink blossoms is visible in the foreground, surrounded by a gravel pathway and well-maintained greenery, enhancing the inviting exterior of the property.
Condo in Henleaze
4.94 out of 5 average rating, 142 reviews

Cosy Cheltenham Hideaway

We love to welcome guests to our home and offer a large self-contained Lower Ground Floor 1 bed apartment, with its own front door, allowing guests to come and go as they please. The property has a kitchen dinner, with microwave for convenience. A large sitting room with 42” TV. There is also a log burner which guests are welcome to use. The bedroom has a new Hypnos mattress. Finally there is bathroom with walkin shower. There is also secure off-street parking on the drive

Top guest favorite
The entrance of a historical building showcases a bright yellow door flanked by decorative wrought iron balconies. Potted plants are positioned on either side of the entrance, complementing the stone facade. Steps lead to the front door, framed by classic wrought iron fencing.
Condo in Henleaze
4.95 out of 5 average rating, 161 reviews

Regency flat, private courtyard, free parking

A beautiful recently renovated Regency flat in a grade II* building. We are 5 minutes walk to the city centre and 25 minutes to the Racecourse. The flat has its own front door and private courtyard. Virgin VIP package and high speed broadband plus Sky & BT Sports. One kingsize bed with soft linen sheets, plus one sofa bed for additional guests (book for 3 if you want the sofa bed). Well equipped kitchen. Separate shower room (off living room). Free parking nearby. Nest heating.

Top guest favorite
A comfortable sleeping area features a spacious bed with crisp white linens and a textured brown duvet. Two bedside tables are positioned on either side, each with a stylish lamp. Decorative wall art complements the modern geometric wallpaper in soft hues.
Home in Bishops Cleeve
4.96 out of 5 average rating, 114 reviews

Entire guest suite in stylish converted loft

Private suite close to Cheltenham racecourse & the town's many restaurants, theatres & shopping. With a frequent bus service to Cheltenham races (2.5miles) & town (3miles) you can leave your car safely on our drive. We're only 2.8 miles from Prescott Hill Climb and Bishops Cleeve is the perfect base for exploring the surrounding Cotswolds area. Tea, coffee & breakfast staples provided (Gluten Free alternatives on request). A warm welcome awaits you!

Top guest favorite
A twin-bedded room is featured, showcasing a wooden dresser, desk with a computer, and chair. A window provides natural light while a flat-screen TV is mounted on the wall. Soft carpeting and a pendant light enhance the overall ambiance.
Guest suite in Churchdown
4.92 out of 5 average rating, 203 reviews

Apartment with bathroom and kitchen

Our first floor flat offers twin bedded room with shower room, kitchen, Internet, TV and underfloor heating. Sunny aspect with windows on both sides. View over garden and countryside. The house is set back about 100 yards from the road and is therefore quiet. It has plenty of off road parking and a bus stop outside. Within 400 yards we have a pub, Chinese and Indian restaurants, cafe and newsagents. Nearest supermarket is one mile away.

Popular amenities for Tewkesbury Borough vacation rentals

When is the best time to visit Tewkesbury Borough?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,873 GYDG$28,454 GYDG$37,451 GYDG$31,383 GYDG$33,266 GYDG$33,685 GYDG$33,894 GYDG$33,894 GYDG$32,639 GYDG$32,848 GYDG$32,848 GYDG$35,149 GYD
Avg. temp5°C5°C7°C9°C12°C15°C18°C17°C15°C11°C7°C5°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Tewkesbury Borough?

    Tewkesbury Borough has more than 1,580 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in tiny house rentals in Tewkesbury Borough?

    Experience the best of Tewkesbury Borough with our tiny house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Tewkesbury Borough?

    Four-legged friends are welcome in Tewkesbury Borough. Choose from more than 1,000 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 1,130 vacation rentals in Tewkesbury Borough featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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!

  • 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 190 vacation rentals in Longlevens, over 570 vacation rentals in Tuffley, and over 190 vacation rentals in Barnwood.

  • 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.

  • Do farmstay rentals in Tewkesbury Borough have a kitchen?

    Absolutely! We offer over 20 farmstay rentals with a kitchen in Tewkesbury Borough. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Tewkesbury Borough have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi in Tewkesbury Borough. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Tewkesbury Borough have free parking?

    Absolutely! We offer over 10 villa rentals with free parking in Tewkesbury Borough. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Tewkesbury Borough

  • Total vacation rentals

    Explore 3,210 vacation rentals in Tewkesbury Borough

  • Nightly prices starting at

    Tewkesbury Borough vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 150,030 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,580 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 1,000 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    1,130 properties have a dedicated workspace

  • Wi-Fi availability

    3,070 of Tewkesbury Borough vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Tewkesbury Borough rentals

  • 4.8 Average rating

    Tewkesbury Borough stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Tewkesbury Borough's top spots, include Cheltenham Racecourse, Sudeley Castle, and Cotswold Farm Park

Destinations to explore