Condo vacation rentals in Gloucestershire

4.98 out of 5 average rating, 240 reviews

A charming stone cottage is framed by lush greenery. The outdoor patio features a wooden dining table surrounded by chairs, with a cozy firepit set nearby. Large windows offer glimpses into the inviting interior, blending seamlessly with the tranquil garden setting.

Condo in Tetbury

Luxury, Grade II historic, dog-friendly & garden

- Gorgeous, romantic 300 year old, Grade II listed property in central Tetbury for two - Cosy up in our stylish, luxury apartment & garden - Spacious rooms, super-king hotel bed, 400+ Egyptian cotton bedding - Large walk-in shower & fully appointed chef's kitchen - Enjoy a book from our library and views over the Green - Historic street close to restaurants, bars & antiques shops - Al-fresco dine in our secure garden & relax around the firepit - Next to fabulous countryside walks and cycle paths

Guest favorite

A spacious outdoor terrace features a large wooden dining table surrounded by white chairs, offering stunning views of the town and hills. A hot tub is visible in the background, complemented by a bouquet of flowers and a chilled bottle on the table.

4.9 out of 5 average rating, 110 reviews

Town Centre Penthouse with Hot Tub 22

In the town centre & short walk to the racecourse. 2 bed/ 2 bath penthouse was fully refurbished in Feb 2022. 713 sq ft penthouse offers a walk on roof terrace & a private hot tub, outdoor seated bar area, & views of Cheltenham town centre & surrounding hills. Excellent base to explore Cheltenham & the Cotswolds. with . Free on-site parking. 75" flat screen TV Bedrooms have 6ft Superking hotel standard beds Also see my other larger penthouse listed "central penthouse with hot tub & views 24"

Guest favorite

Condo in Broadway

4.96 out of 5 average rating, 162 reviews

Luxury 1 bed apt. in heart of Broadway, Cotswolds

Location Location! Our luxury bolthole is a few steps from the Cotswolds' most beautiful High Street with stunning walks from the doorstep. Perfect for romantic breaks with cosy wood burner, roll top bath, UF heating, king bed. Inviting open plan kitchen/diner for work (fast internet) & cosy nights in. We offer free, private parking & EV charger. Ideal base for walking & touring the Cotswolds by car or on foot. Ground floor annexe of family home. Private entrance. One dog welcome. Patio area.

Condo in Stow-on-the-Wold

A landscaped garden features neatly trimmed shrubs and small trees in decorative pots. A seating area with white chairs is positioned next to large glass doors, allowing natural light to fill the interior. Stone walls provide rustic charm, complemented by gravel pathways.

4.91 out of 5 average rating, 186 reviews

Central Stow, terrace, luxury bath, dog friendly

The Loft is a beautiful, spacious, grade II listed apartment with private roof terrace in stunning Stow-on-the-Wold. - Late check-out 11 am + NO cleaning or Airbnb fees - Luxurious, master bedroom w/roll-top bath 🛀 - Fully fitted kitchen: large fridge/freezer, dishwasher, washer/dryer - Travel Cot 👶 - 500+ thread-count bed linen & super comfortable Hypnos mattress - Wall-mounted Smart TV's - Fast WiFi - Dog-friendly 🐶 - Private roof terrace - A unique property: access via external steps

4.83 out of 5 average rating, 311 reviews

2 Double bedroom flat in the heart of cheltenham

Nicely decorated and comfortably furnished. Great bars, cafes and restaurants on the door step.1 minute walk to Cheltenham's main shopping and the Everyman Theatre where you can enjoy ballet, opera, comedy and musical events. 5 minute walk to Literature, Jazz, science and food festival venues. Within walking distance of Pittville Pump room, the largest Spa building and Cheltenham's Racecourse. This flat is ideal for people who want to be in the town centre to enjoy the day and evening life.

Guest favorite

A modern bathroom features a freestanding white bathtub filled with water, positioned against a backdrop of exposed brick and whitewashed walls. A towel hangs from a metal radiator nearby, while subtle lighting enhances the serene atmosphere.

4.87 out of 5 average rating, 183 reviews

Intriguing Apartment in Regency Villa

An intriguing designed and modern 91 square metre apartment in a Regency Villa. With designer furnishings, and stunning limestone flooring. The apartment has been renovated to a pristine standard with feature lighting. Located on the prestigious Montpellier Terrace, the apartment looks onto the famous Cheltenham festivals in Montpellier gardens, and is within a small walking distance to all the Restaurants and Bars that the central and stylish Montpellier district of Cheltenham has to offer.

A historic building with classical architectural details, featuring large columns and decorative windows. The façade is adorned with sculptures and banners, surrounded by tree branches and a clear blue sky. The entrance is framed by broad steps leading to a welcoming portico.

4.79 out of 5 average rating, 229 reviews

Period town centre Apartment/Free Zone 12 Parking

Fantastic period first floor apartment, located in the heart of Cheltenham town centre overlooking the bowling green. Immaculately presented spacious accommodation has been updated, offers great charm and flexibility. Located in the heart of the town centre, means property has easy access to the wide range amenities, including bars, restaurants, well known high street stores and boutique shops and only 15-20 min walk to the race course, General Hospital. Zone 12 Parking Permit available.

A small courtyard is featured, showcasing a stone-paved floor and a wooden planter with plants. A table with four chairs is positioned in the center, while a water feature is visible against a rustic brick wall. Natural light enters through the patio doors.

4.96 out of 5 average rating, 295 reviews

MontpellierCourtyard Apt,parking for 1 car.Sleeps4

Our courtyard apartment is set right in the heart of beautiful Regency Montpellier. Home to countless restaurants, bars and boutiques, there is something for everyone. Located directly behind the vibrant Suffolk Parade, with its eclectic mix of Independent shops, galleries and bars. It 's a 2 minute walk to Montpellier Gardens, home of some of the Festivals that Cheltenham is renowned for. Imminently approaching is The Food & Drink Festival, followed by The Jazz Festival in early July.

A modern bathroom features a walk-in shower with glass doors and sleek tile walls. A wooden vanity with a sink is complemented by a large mirror. The space is enhanced by white and grey tiles, creating a bright and clean atmosphere.

4.98 out of 5 average rating, 126 reviews

Charming boutique suite in Cheltenham town

Charming boutique style basement suite in Cheltenham Regency townhouse. Accommodation offers private lounge area, en-suite and bed annex. Adjoining tea and coffee facility with fridge and seating area included. Minutes from town centre with its many restaurants, theatres and shopping areas. All main festivals within walking distance, 20 mins to Racecourse, 10 mins to most others, Jazz, Science, Music, Cricket and Literature. Great access to the Cotswolds and the famous Cotswold Way.

4.98 out of 5 average rating, 346 reviews

A landscaped park setting is presented, featuring a large pond in the foreground. The historic building with a domed roof is visible in the background, surrounded by lush greenery and visitors enjoying the open space on the grass.

Condo in Cheltenham

Footsteps from the town & parks (+ hamper/parking)

Little Portland is a central 700 sq ft self-contained Grade-II apartment moments from the heart of town & Pittville Park (a historic area, with two lakes, cafes and a kids' play area). People come to visit the town, races, festivals or Cotswolds. Parking centrally can be tricky so we offer guests two free parking permits. You'll also receive a food hamper with pain au chocolat, fruit, milk & juice. All the income we earn from the Airbnb supports a peace building charity we run.

4.82 out of 5 average rating, 245 reviews

The exterior of a two-story stone building is shown, featuring natural stone walls and multiple windows. A small garden area with greenery borders the front. The driveway is visible, providing access to parking spaces in front of the building.

Condo in Bibury

Cosy Cotswolds Cottage, Bibury

Double bed flat, open plan living room kitchen. Suit a couple or two friends. The lounge sofa converts to a double bed. On site parking for one car. Ramp to front door, premises on one level, easy access for mobility impaired. Great for walking and sightseeing. Easy driving distance from Bourton, Stow, Cheltenham and Cirencester. Tranquil location, close to village centre. This is a no smoking home. 1.75 miles from Cripps Barn and a third of a mile from the Swan Hotel.