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Holiday rentals with breakfast in Cheltenham

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Quick stats about holiday rentals with breakfast included in Cheltenham

  • Total holiday rentals

    Explore 190 holiday rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham holiday rentals start at $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,280 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    190 of Cheltenham holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cheltenham rentals

  • 4.9 Average rating

    Cheltenham stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Cheltenham's top spots, include Cheltenham Racecourse, Pittville Park, and Everyman Theatre

Top-rated Holiday Accommodation with Breakfast in Cheltenham

Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

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Top Guest favourite
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 Cheltenham

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.

4.98 out of 5 average rating, 233 reviews
Guest favourite
A self-contained studio flat features a spacious bed with colorful bedding and freshly folded towels placed on top. A cozy sofa complements the room, with a large window allowing natural light to fill the space. A small alcove with a mirror is positioned nearby.
Apartment in Cheltenham

Town Centre Studio Flat

Whatever you’re in Cheltenham for, this newly renovated self-contained studio flat is the perfect location for your stay. 5 minutes walk from the high street and from the fantastic bars and restaurants of Montpellier. Round the corner from the hospital and with the beautiful Sandford Park Gardens and Lido on the doorstep. The studio is the ideal bolthole with permit parking available, key pad entry, kitchen area, newly fitted bathroom, bedroom area and sofa (sofa bed for an additional fee).

4.84 out of 5 average rating, 193 reviews
Top Guest favourite
A charming Cotswold stone cottage is depicted, featuring a stone pathway leading to a warm, inviting entrance. Surrounding greenery enhances the rustic ambiance, while the exterior showcases original details and serene landscaping. Bicycles are securely parked nearby, indicating accessibility for outdoor activities.
Cottage in Painswick

Quiet grade 1 listed entire cottage in Cotswolds

A bright and recently modernised grade 1 listed Cotswold stone cottage, 100 yards from the Cotswold Way with breathtaking views down the Stroud Valley, its own parking and secluded outdoor eating. Filled with natural light, it is very peaceful and extremely comfortable with luxury bedding (super king or twin bed) and kitchen. An idyllic spot for walking, cycling, exploring the local scenery or simply escaping the city Painswick is 10 minutes from Stroud ( 87 mins hourly train to London).

5.0 out of 5 average rating, 213 reviews
Top Guest favourite
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 Gloucester

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.

4.94 out of 5 average rating, 844 reviews
Top Guest favourite
The exterior of a large Regency villa is presented, showcasing its elegant white façade and grand entrance steps. Lush greenery surrounds the building, with trees and well-kept shrubs enhancing the tranquil setting. A private parking area is visible in the foreground.
Apartment in Cheltenham

Stunning flat with swimming pool, garden, parking

A peaceful and spacious 1200 sqft two bed apartment taking up the entire top floor of our eight bedroomed Regency Villa, on one of central Cheltenham's finest residential roads. Perfectly situated and providing the best of both worlds : a short stroll, 0.8 miles, to the shops, bars and restaurants of Cheltenham, combined with a relaxing private garden and heated swimming pool. The Cotswold Way, for walking trails, is close by. A great base for girls weekends, families, and couples.

4.91 out of 5 average rating, 388 reviews
Top Guest favourite
Cottage in Elkstone

A Cotswold Retreat with Private Garden

A calm, light-filled Cotswold retreat with a private garden, set in a peaceful village setting. The Other House is an architect-designed one-bedroom space with garden views and direct access to a private terrace. Walk to The Green Dragon pub and Elkstone Studios, with two excellent farm shops, and Cowley Manor Hotel and Spa nearby. Ideal for couples or solo travellers looking for a quiet countryside escape, with walks from the door and easy access to Cirencester and the wider Cotswolds.

4.98 out of 5 average rating, 120 reviews
Top Guest favourite
Condo in Chedworth, Cheltenham

Cosy, rural apartment with breakfast hamper

Relax and soak in the peace and quiet at Shrove Cottage, an idyllic little gem of a property which is self-contained with its own private entrance, roomy modern bathroom with underfloor heating, fully equipped kitchen and bedroom/sitting room area with beautiful views up the Chedworth Valley. A perfect central location for work, rest and play. Breakfast with home-made bread included for you to prepare and eat at your leisure. Available at Shrove Cottage, Pancake Hill. (URL HIDDEN)

4.93 out of 5 average rating, 398 reviews
Top Guest favourite
A bright kitchen is equipped with modern appliances, including a gas stove and dishwasher. A round table with a polka-dot tablecloth for four is positioned beside a window, while decorative bunting adds a quaint touch to the space.
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.

4.98 out of 5 average rating, 394 reviews
Top Guest favourite
The living room features a comfortable leather sofa set arranged around a central rug, with a log burner and wooden mantel as focal points. Large windows provide natural light, while framed photographs decorate the walls. A television is positioned for viewing convenience.
Home in Painswick

Quiet Edwardian era House, Painswick

Welcome to our family owned Edwardian era house situated in Painswick. Renovated with hosting in mind, we'll have everything you need for a relaxing stay. Situated just off the Cotswold Way national trail, it's the perfect pit-stop for keen walkers (or runners!). If sight seeing is more your thing, the popular 18th Century Rococo Garden is just a 5 minute walk away. Ideally located for travel to Stroud, Cheltenham, Cirencester and Gloucester all within a 20 min drive.

4.98 out of 5 average rating, 251 reviews
Top Guest favourite
A spacious bed dressed in luxurious linens is accented by two large pillows. Bedside tables with lamps provide soft lighting, while a patterned blind offers privacy. The wooden beams overhead add warmth to the stylish and inviting bedroom environment.
Guesthouse in Withington

Stylish studio apartment with breakfast hamper.

Nestled in the Cotswold countryside, Pillars Loft offers a hideaway perfect for two, with stylish interiors, modern amenities and luxurious home comforts. Bordering the regency spa town of Cheltenham and the charming market town of Cirencester, Pillars is perfectly located for those looking to enjoy a spot of retail therapy, fine dining or festival scene that Cheltenham is renowned for while also catering for those looking for a peaceful rural retreat.

5.0 out of 5 average rating, 534 reviews
Guest favourite
A spacious living area includes a comfortable green sectional sofa adorned with decorative throw pillows. A wooden coffee table is centered in the room, while a bookshelf filled with books is situated in the corner. Natural light fills the space through two windows dressed with sheer curtains.
Cottage in Apperley

Cricketers’ Cottage Nr Tewkesbury Glos. Sleeps 10

This 17th Century Grade 2 listed cottage is available .Situated in a rural location it boasts beautiful views and character.It is well equipped and comfortable with ample driveway parking for up to 5 cars. The cottage has a wood burner in the old dining/sitting room and gas central heating throughout.Dogs and children are welcome. Google Cricketer’s Cottage Lower Apperley. It is a convenient base to reach several areas of outstanding natural beauty .

4.9 out of 5 average rating, 200 reviews
Top Guest favourite
An open-plan garden room features wooden flooring and modern furnishings. A comfortable seating area is paired with a small dining table. Glass doors provide garden access, allowing natural light to illuminate the space. A television is mounted on the wall above the kitchenette.
Place to stay in Cheltenham

Studio Garden Room, relaxing & comfortable

Our clean and comfortable studio garden room is perfect for a break away from home. Great space for 1 or 2 guests, comfortable bed, equipped kitchen, tv and wifi. Cheltenham town centre is a pleasant walk away or easily accessible by bus or car. We have always taken pride in the level of cleanliness at each changeover and have increased our thoroughness in light of recent guidelines with regard to reducing the spread of infectious diseases.

4.93 out of 5 average rating, 269 reviews

Popular amenities for Cheltenham Holiday Accommodation with Breakfast

KitchenWifiPoolFree parking on premisesAir conditioning

Holiday House Rentals with breakfast

Top Guest favourite
The exterior showcases a charming stone structure alongside a large, leafy tree. A gravel pathway leads to the entrance, framed by lush grass and shrubs. Rolling countryside views provide a serene backdrop, with grazing animals visible in the distance.
Home in Brookthorpe

Contemporary with beautiful views

4.98 out of 5 average rating, 116 reviews
Top Guest favourite
Home in Cirencester

The Coach House

4.9 out of 5 average rating, 267 reviews
Top Guest favourite
A modern kitchen area features sleek white cabinetry and a wooden countertop. A dining table with rustic charm is paired with two chairs, while an open staircase provides access to the upper level. A decorative basket of flowers enhances the inviting atmosphere.
Home in Stratford-upon-Avon

Between Stratford-upon-Avon and North Cotswolds

4.99 out of 5 average rating, 271 reviews
Guest favourite
A serene mural depicting a tranquil landscape with trees and water features is displayed on the wall. Two sofas frame a central coffee table, which holds various magazines and books. Soft natural light enhances the peaceful ambiance of the sitting area.
Home in Cheltenham

Perfect getaway with long healthy walks

4.8 out of 5 average rating, 563 reviews
Guest favourite
A traditional stone cottage with charming features is shown, framed by well-maintained flower beds. The entrance is highlighted by vibrant planters and a welcoming doorway. A gravel path leads to a side building, while greenery enhances the setting against a backdrop of a clear sky.
Home in Swindon

Fig Tree Cottage - Ashton Keynes, Cotswolds

4.99 out of 5 average rating, 179 reviews
Top Guest favourite
The entrance to Dundrie Cottage is framed by vibrant flower beds featuring pink and red blossoms. A light-colored door with a paneled design is centered under a small awning, with a house number displayed beside a decorative plaque.
Home in Stratford-upon-Avon

Cosy cottage , close to town with free parking .

4.98 out of 5 average rating, 247 reviews
Superhost
Home in Gloucestershire

Bourton Cottage | Walk to Village | Firepit

4.78 out of 5 average rating, 27 reviews
Guest favourite
Home in Swindon

Spacious 5 Bed | Sleeps 11 | Parking | Contractors

4.86 out of 5 average rating, 21 reviews

Apartment rentals with breakfast

Top Guest favourite
A private entrance features a white door with multiple square panes, flanked by a small window with a simple design. The entrance is framed by the textured stone wall of the house and is bordered by greenery.
Apartment in Worcestershire

Beaconhurst Garden Flat built on the Malvern Hills

4.94 out of 5 average rating, 324 reviews
Top Guest favourite
A vibrant sunset paints the sky in shades of orange, pink, and purple, casting a serene glow over the rolling hills and trees. The rooftops of nearby buildings are visible in the foreground, providing a contrast to the tranquil landscape.
Apartment in Great Malvern

Light and airy flat right on the Malvern Hills

4.99 out of 5 average rating, 148 reviews
Guest favourite
Apartment in Wallow Green

Gatewillow Garden Room

4.92 out of 5 average rating, 758 reviews
Top Guest favourite
A stone building features a rustic façade with two wooden doors. A small outdoor seating area is visible with a couple of chairs. The entrance path is bordered by a circular stone step, surrounded by a quiet driveway.
Apartment in Bibury

Cotswold Flat in the heart of Bibury, Cotswolds

4.95 out of 5 average rating, 831 reviews
Top Guest favourite
The Victorian house is nestled within a mature garden, featuring a light-colored exterior and elegant sash windows. A pathway leads to the entrance, which is framed by greenery and flower beds, inviting guests into a serene outdoor space.
Apartment in Great Malvern

Garden Flat right on Malvern Hills

4.96 out of 5 average rating, 557 reviews
Top Guest favourite
A spacious bedroom features a large wooden sleigh bed with a comfortable mattress and down bedding. Light walls and a rug add warmth, while a large window allows natural light. A small antique table and armchair are included, enhancing the room's period character.
Apartment in Stroud

Spacious Victorian Rectory Suite in The Cotswolds

4.94 out of 5 average rating, 290 reviews
Top Guest favourite
The bedroom features a spacious bed dressed in soft linens, flanked by two bedside tables with lamps. Natural light enters through two windows, highlighted by sloped ceilings and subtle decor. A cozy throw blanket is draped across the foot of the bed, enhancing the room's comfort.
Apartment in Whelford

B&B in Beautiful Cotswold Studio

4.97 out of 5 average rating, 115 reviews
Top Guest favourite
A charming stone house is presented with a well-kept front yard, featuring lush green hedges and vibrant purple flowers. A wooden gate leads to the entrance, while a mailbox and car can be seen nearby. The surrounding area is characterized by a peaceful countryside setting.
Apartment in Horton

Hillview

4.85 out of 5 average rating, 188 reviews

Bed and breakfast rentals with breakfast

Top Guest favourite
The exterior view features a well-maintained garden with colorful flowers and manicured grass. A stone patio leads to double doors opening into the house, with a wooden deck and seating area nearby, surrounded by vibrant greenery and potted plants.
Private room in Cheltenham

Private garden room/ bathroom, near town center

4.94 out of 5 average rating, 348 reviews
Top Guest favourite
A dining area is presented with a wooden table set for breakfast. A cozy sofa is positioned nearby, complemented by shelves displaying decorative items. Natural light filters through a nearby window, enhancing the warm ambiance of the room with floral wallpaper.
Private room in Cheltenham

Picturesque Pittville Park-Double+private bathroom

4.97 out of 5 average rating, 146 reviews
Top Guest favourite
A well-lit room features a spacious bed with a light blue coverlet. A work desk is positioned nearby with a laptop. Storage cabinets and a mirror accent the room, while natural light filters through a window adorned with sheer curtains. Tea and coffee facilities are conveniently arranged.
Private room in Cheltenham

Large double bedroom with en-suite shower room.

4.99 out of 5 average rating, 118 reviews
Guest favourite
The exterior of the charming cottage features a thatched roof and stone walls, framed by well-maintained hedges and shrubbery. A gravel pathway leads to the entrance, with neatly trimmed topiary plants lining the garden, creating an inviting approach to the home.
Private room in Stanton

Cosy Cottage in a Beautiful Village

4.82 out of 5 average rating, 250 reviews
Top Guest favourite
A cozy double bedroom features a spacious bed with a soft white comforter and neatly placed towels. A small table and chair occupy one corner, and a mirror reflects warm light from a nearby window. The private entrance enhances guest convenience.
Private room in Winchcombe

Convenient, private room with small en-suite

4.92 out of 5 average rating, 566 reviews
Guest favourite
The exterior of the historic estate features a stone façade adorned with greenery, showcasing a picturesque structure with multiple gabled roofs. A well-maintained garden surrounds the home, complete with neatly trimmed hedges and lush grass, creating a serene atmosphere.
Private room in Withington

Seven lovely bedrooms in an old manor

4.87 out of 5 average rating, 307 reviews
Top Guest favourite
A serene landscape showcases sheep grazing in a lush green field, with a charming stone farmhouse positioned in the background. The building features a slate roof and multiple chimneys, surrounded by well-maintained gardens and trees, set against a backdrop of rolling hills.
Private room in Winchcombe

Sudeley Hill Farm

4.97 out of 5 average rating, 214 reviews
Top Guest favourite
The exterior of the Cotswold stone cottage is displayed, featuring a combination of warm-toned stones and a slate roof. A green gate opens to a well-maintained garden surrounded by decorative shrubs and small trees, set against a clear blue sky.
Private room in Aldsworth

Rural Cotswolds Retreat

4.96 out of 5 average rating, 111 reviews

When is the best time to visit Cheltenham?

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Avg. price$197 NZD$193 NZD$334 NZD$190 NZD$207 NZD$212 NZD$195 NZD$200 NZD$192 NZD$180 NZD$221 NZD$197 NZD
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