House vacation rentals in Oakham

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Top-rated house rentals in Oakham

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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, 173 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, electric car charger, 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.

Superhost
An open-plan kitchen and living area features high ceilings with recessed lighting. A large window allows natural light to fill the space. A compact seating area includes two bar stools at a countertop, while a television is mounted on the wall near a small table displaying books.
Home in Peatling Parva
4.94 out of 5 average rating, 209 reviews

Les Cedres -Cosy self contained annexe

Les Cedres -A calm self contained one bedroom annexe in a quiet, historic, rural village with a great selection of local pubs and restaurants. With great access to Motorways M1,M6 A14 and A5, Leicesters vibrant city centre is just 10 miles away. 1 small well behaved dog . No repeat no bookings for daytime only. Guest Access Guests have private access to a self contained one bedroom annexe. This is completely self contained you Do not share with anyone just like a. Ground floor flat:

Guest favorite
The exterior of the loft showcases a beautifully crafted wooden structure, featuring large glass windows and a balcony overlooking a tranquil pond. Lush greenery surrounds the area, enhancing the serene country atmosphere.
Home in Northamptonshire
4.95 out of 5 average rating, 340 reviews

NEW Luxury Countryside Retreat w/ Stunning Views

Brand New! Beautiful Luxury Stable conversion incl terrace offering amazing views over rolling countryside. • Blissful tranquillity • Easy Access to A14, M1 and M6. • 10 mins to Market Harborough • 2 large Super King beds - Can split to 4 singles • Sofa bed - sleep up to 6 people in total. Enjoy: • Well Equipped Family Kitchen • 100MB Fibre Internet + Work Zone • Original Art • Luxury Linens • FREE Netflix, Disney+ & Xbox • Amazon Music • Air Conditioning + Underfloor Heating

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, 113 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.

Guest favorite
The exterior of a charming brick cottage is featured, showcasing a lavender front door framed by climbing greenery. A small patio area is visible, furnished with two orange chairs and a round table, inviting outdoor relaxation.
Home in Rearsby
4.94 out of 5 average rating, 104 reviews

2 Bedroom Cosy Cottage

Kick back and relax in this Cosy Cottage, own Garden with Fire Pit and outdoor furniture. 2 bedrooms, 1 double bed, 2 single beds that can join together to make a comfy double bed. Spacious Living Room withTV, Wifi and open fire place. Modern Kitchen with appliance like washing machine and fridge and Freezer. In Walking Distance to two Friendly pubs, a lovely Indian restaurant and lovely cafe a 2 minute walk. Surrounded by a lovely village featuring lots of walking paths and a Brooke.

Top guest favorite
The exterior of Welby Cottage is characterized by natural stone walls and a pitched roof. A small tree and grassy area are visible in front of the cottage, alongside a paved path leading to the entrance. The nearby hedged wall adds a sense of privacy.
Home in Market Deeping
4.97 out of 5 average rating, 118 reviews

Beautiful Cosy Cottage Retreat

Welby Cottage is a hidden gem in the heart of Market Deeping. A stone's throw from the High Street. You walk out of the cottage through a beautiful listed historic arch, to be welcomed by a range of shops, bars and restaurants. You are getting more than just a gorgeous place to hang out. We will provide a complimentary welcome box. The moment you arrive here you will feel at ease. The walls are decorated in soft relaxing colours complimented by high quality flooring and furniture.

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
5 out of 5 average rating, 118 reviews

Character cottage in Stamford

This peaceful, recently renovated Victorian cottage, five minutes walk from Burghley park and Stamford high street, has a sunny patio courtyard and private off street parking. It has been decorated in bold Farrow & Ball colours and William Morris wallpaper, with new fittings and furniture throughout. 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 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, 379 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, 134 reviews

Cherry Lap 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, 151 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, 228 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.

Top guest favorite
A cozy sofa is adorned with a light-colored throw blanket featuring fringe details. Decorative pillows in soft tones provide added comfort. A small side table is positioned nearby, topped with a lamp that emits a warm glow, enhancing the relaxing ambiance of the space.
Home in Thrussington
4.97 out of 5 average rating, 114 reviews

Cosy cottage in peaceful location

Ivy Cottage is a former stable and is full of character. It has recently been fully refurbished but retains the charm of the countryside with ceiling beams and a beautiful brickwork wall. Thrussington is a beautiful village with a charming pub and a village store and tearoom. It’s popular with walkers and cyclists and the cottage is in a lovely quiet location.

Popular amenities for Oakham house rentals

When is the best time to visit Oakham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$34,881 GYDG$34,672 GYDG$33,628 GYDG$39,476 GYDG$39,267 GYDG$40,520 GYDG$37,387 GYDG$39,267 GYDG$39,267 GYDG$33,628 GYDG$25,482 GYDG$32,583 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$12,532 GYD per night before taxes and fees

  • Verified guest reviews

    Over 620 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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