House vacation rentals in Oakham

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Top-rated house rentals in Oakham

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Top guest favorite
The lounge features a plush yellow sofa and a rustic wooden coffee table. Natural light enters through multiple windows, illuminating the charming space. A crystal chandelier hangs from the ceiling, while a cozy armchair and decorative plants add character to the inviting room.
Home in Wirksworth
4.98 out of 5 average rating, 123 reviews

Cosy hillside cottage with logburner and projector

Enjoy a unique and memorable stay at this quaint cottage in the historic town of Wirksworth, known as The Gem of the Peaks. Nestled on a pretty hillside street, Sunshine Cottage has beautiful views from the tiered patio garden and is less than 5 minutes walk from the town’s independent shops, boutique cinema and eateries. A cosy space for two filled with character and charm, the cottage has a lounge with logburner, kitchen diner, master bedroom with cinema-style projector and separate bathroom.

Guest favorite
A private patio area is enclosed by wooden lattice panels, providing a sense of privacy. A small, foldable table and two chairs are positioned on the paved surface, surrounded by greenery, including lavender plants. Natural light brightens the space, contributing to a peaceful atmosphere.
Home in Nottinghamshire
4.9 out of 5 average rating, 217 reviews

Garden flat attached to Edwardian house

A self contained light and airy ground floor flat near to the river in Newark. There is a private patio, with views over the rear garden. Located within walking distance of the town centre, there is opportunity to enjoy the Civil War Centre, historic market place, castle, riverside, parks, restaurants and pubs. It is also close to the River Trent with towpath walks and access to open countryside. Enjoy exploring Newark's historic centre or unwind in the surrounding countryside and villages.

Top guest favorite
The private courtyard garden is surrounded by lush greenery, featuring a brick pathway leading to the entrance of the Coach House. A bistro table and two chairs are positioned for outdoor dining. The exterior displays a warm hue and large glass doors, inviting natural light.
Home in Royal Leamington Spa
4.98 out of 5 average rating, 163 reviews

Small renovated Coach House with outdoor space.

Enjoy a cosy cottage experience at this renovated Victorian Coach House. Centrally located (10 minute walk to The Parade) yet in a quiet residential area, this is the perfect bolt hole for a peaceful stay in Leamington Spa. Fully self contained with its own private courtyard garden allowing you to dine ‘al fresco’ if the weather allows. Leamington Spa is a vibrant town with plenty of restaurants, cafes and bars. When you’ve enjoyed the town, the Coach House provides a little oasis of calm.

Guest favorite
A private terrace features a small table with two chairs, surrounded by stone walls. The stunning view showcases green hills and a partly cloudy sky. The rustic charm of the cottage's stone rooftop and chimneys adds to the peaceful ambiance.
Home in Darnall
4.88 out of 5 average rating, 177 reviews

Pigeon Loft Cottage

This unique self contained peaceful cottage is 250 years old and set in the centre of the beautiful village of Bonsall in the Peak District and within easy reach of all amenities. The cottage was once a Pigeon loft and has been transformed and renovated into a simple characterful living space within the conservation area. Views from the cottage and outside private terrace are stunning. There are choices of walks from the door including 2 pubs cafe and shop within easy walking distance.

Guest favorite
A cozy bedroom features a spacious bed with crisp white linens and a soft gray throw. A wooden wardrobe and bedside tables frame the bed, while a mirror reflects natural light. A small desk and chair are positioned against the wall, with neatly stacked towels nearby.
Home in Averham
4.88 out of 5 average rating, 282 reviews

Charming 18th Century Georgian Barn Conversion.

Welcome to Manor Cottage Barn. Situated in the quiet village of Averham just outside of Newark Upon Trent in rural Nottinghamshire. The barn itself is an 18th century chapel and barn combined and was fully restored in the 90's. Inside there are two large rooms, one comprising of a lounge area for guests and a private workshop area dedicated to picture framing. The other is a Bedroom, kitchen and dining room with a separate Bathroom. *This is a no smoking anywhere including outside home.

Top guest favorite
A comfortable living area features a light-colored sofa with decorative cushions, accompanied by an armchair. A wooden cabinet is displayed against one wall, while a wall-mounted light fixture provides illumination. Large glass doors open to a deck with garden views.
Home in Leicestershire
4.97 out of 5 average rating, 116 reviews

The Den self-contained annex.

The Den is a self- contained annex, which is very comfortable for 4 guests. It will provide everything you need for a short or long stay in Melton Mowbray. We provide tea, coffee, bread, milk etc. The property has a fitted kitchen with washing machine and tumble dryer. An open living space leads to two bedrooms with king size beds, & a bathroom with a walk in shower. There is parking for two cars on the drive and plenty of on street parking. Check in is from 3pm, & check out is by 10am.

Top guest favorite
The image showcases the exterior of a Victorian cottage featuring a combination of warm brick tones. Two large windows are visible on the front, providing light to the interior, while a solid black door is centrally positioned. The façade exudes a classic charm.
Home in Saint Martins
4.99 out of 5 average rating, 128 reviews

Character cottage in Stamford

This peaceful Victorian cottage is a short walk from Burghley park, Stamford high street and the historic railway station. Decorated in bold Farrow & Ball colours and William Morris wallpaper, with new fittings and furniture throughout, it also has a sunny patio courtyard and private off street parking. Situated just up the hill from the Meadows, River Welland and famous George Hotel, there are extensive views across the historic rooftops of Stamford from the bedroom windows.

Top guest favorite
A tranquil patio area is presented, featuring three teal chairs surrounding a glass table. A small statue and a candle are visible, complemented by a backdrop of brick walls and sliding glass doors that lead to the interior living space.
Home in The Park
4.97 out of 5 average rating, 180 reviews

Cosy modern house patio free parking 15 min walk

Enjoy a relaxing & quiet stay in our brand new studio, with a patio & free parking, all walking distance to the city centre, in the beautiful leafy sought after Park Estate. You can walk to the Nottingham castle, Theatre Royal, Nottingham Playhouse or the Motorpoint Arena, or to many pubs (incl. the Ye Old Trip to Jerusalem dated back from 1068), restaurants including the nationally acclaimed Alchemilla & Japanese Kushi-ya . Close to universities, train station and the QMC.

Top guest favorite
A charming garden is illuminated by soft lights, showcasing a path leading to a thatched-roof building. The well-maintained green space features neatly arranged plants and shrubs, with a birdbath as a focal point. The atmosphere suggests a tranquil evening setting.
Home in Manton
4.96 out of 5 average rating, 387 reviews

Oak Tree Annexe

Oak Tree Annexe is set in a secluded and secure walled garden. You can park for free directly outside the house and will be staying in one of Rutland’s most desirable villages. Set on the fabulous cycle route around the water and with access to great walks directly from the house or a short drive away it’s a perfect location for exploring Rutland. Our village pub is a 3 minute stroll, serves food 7 days a week and offers our guests a 10% discount on their meals.

Guest favorite
A modern two-story lodge showcases a clean exterior with pitched roofs and large glass doors. The setting features a gravel area leading to an inviting outdoor space, surrounded by trees and open countryside, reflecting a serene atmosphere.
Home in Sudborough
4.98 out of 5 average rating, 143 reviews

Stud Farm Lodge:Luxury hot tub/treehouse/ getaway

Set in 14 acres of beautiful northamptonshire countryside, Cherry lap lodge can be found on the grounds of a large farm. Escape and unplug in our luxury farm lodge. Nestled in a quiet location in the heart of our farm. Our lodge was previously an annex now hand crafted into a modern, luxury hot tub retreat. When it’s sunny an outdoor kitchen, bbq, hot tub and treehouse lookout onto the sheep field’s. Only 1 hour from London Insta: @Cherrylaplodge

Top guest favorite
The spacious kitchen is equipped with a large island unit and features light grey cabinetry. A range cooker and a dishwasher are included, alongside open shelves displaying dinnerware. Natural light enters through a nearby window, illuminating the warm wooden floor.
Home in Uppingham
4.95 out of 5 average rating, 155 reviews

36 High Street West -two bedroom luxury terrace

The property is set in the heart of this popular market town opposite the historic Uppingham School. It is perfect for any visitors to the school and is a short walk from the town's amenities which include a good range of independent shops and eating establishments. It is a spacious two bedroom house with a large, beautiful kitchen/ dining space and sheltered walled courtyard garden. The house has been decorated and furnished to a high standard.

Top guest favorite
The exterior of a charming stone chapel is displayed, showcasing tall, arched windows and a classic black door. Surrounding greenery and flowers frame the entrance, adding natural beauty to the facade. A street lamp stands nearby, enhancing the peaceful street setting.
Home in Oundle
4.93 out of 5 average rating, 233 reviews

3 bedroom converted chapel in historic Oundle

West St Chapel is a unique home in the heart of the historic market town of Oundle. Recently converted, it makes a comfortable, light-filled home, featuring an open-plan kitchen, small dining area , living room, three bedrooms and a bathroom. There is a well-equipped kitchen and west-facing outdoor terrace. Oundle is a beautiful vibrant town on the river Nene, featuring Georgian architecture and a range of independent shops, pubs and restaurants.

Popular amenities for Oakham house rentals

When is the best time to visit Oakham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$34,956 GYDG$34,747 GYDG$33,700 GYDG$39,561 GYDG$39,351 GYDG$40,607 GYDG$37,468 GYDG$39,351 GYDG$39,351 GYDG$33,700 GYDG$31,188 GYDG$29,932 GYD
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Quick stats about house rentals in Oakham

  • Total vacation rentals

    Explore 20 vacation rentals in Oakham

  • Nightly prices starting at

    Oakham vacation rentals start at G$12,559 GYD per night before taxes and fees

  • Verified guest reviews

    Over 500 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Oakham vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oakham rentals

  • 4.8 Average rating

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

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