Oxford holiday rentals

We found 195 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Oxford that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. At the end of the day, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Oxford

Showing deals for:11 Dec - 18 Dec

Living Room
Sunset
Kitchen
Bedroom 1: King
Exceptional
(9 reviews)

6-Acre Luxurious Country Home with Goddess Point Lookout

Woodbury

8% off
AU$17,763
for 7 nights, 1 home
AU$2,538 per night
includes taxes & fees
6-Acre Luxurious Country Home with Goddess Point Lookout
Steam shower
Gorgeous sunsets every night
Movie room with 85" 4k screen and surround sound Sonos System
Private kitchen
Exceptional
(56 reviews)

Litchfield County Four Season Country Paradise

Roxbury

8% off
AU$11,618
for 7 nights, 1 home
AU$1,660 per night
includes taxes & fees
Litchfield County Four Season Country Paradise
Pool
Terrace/patio
Property grounds
Interior
Exceptional
(5 reviews)

Lake house cozy to relax with a family. 6 bedroom very spacious house.

Trumbull

8% off
AU$14,289
for 7 nights, 1 home
AU$2,041 per night
includes taxes & fees
Lake house cozy to relax with a family. 6 bedroom very spacious house.
Entrance
Summer; forest view
Winter; main room
Kitchen
Exceptional
(8 reviews)

Peaceful Wooded Retreat – Quiet Escape, Close to Wolcott Lakes

Waterbury

8% off
AU$4,053
for 7 nights, 1 cabin
AU$579 per night
includes taxes & fees
Peaceful Wooded Retreat – Quiet Escape, Close to Wolcott Lakes
New refrigerator, microwave, air fryer, coffee maker 2022
small, covered front porch on cottage
Interior
Lovely rolling 8 Acre farmland is shared with the main house
Exceptional
(9 reviews)

Clean & Bright 2 Bedroom Cottage shares 8 Acres

Southbury

16% off
AU$2,583
for 7 nights, 1 cottage
AU$369 per night
includes taxes & fees
Clean & Bright 2 Bedroom Cottage shares 8 Acres
Private kitchen
Property grounds
Interior
Interior
Exceptional
(36 reviews)

Direct Lakefront Home on Lake Lillinonah with Elevator Access.

Brookfield

8% off
AU$7,089
for 7 nights, 1 home
AU$1,013 per night
includes taxes & fees
Direct Lakefront Home on Lake Lillinonah with Elevator Access.
Dining
Private kitchen
Private kitchen
Interior
Very good
(9 reviews)

Excellent Home Away From Home

Waterbury

15% off
AU$2,139
for 7 nights, 1 home
AU$306 per night
includes taxes & fees
Excellent Home Away From Home
Living area
Property grounds
Private kitchen
Exterior
Exceptional
(14 reviews)

Cozy cottage with AC and lake access in charming Connecticut suburb.

Watertown

8% off
AU$2,080
for 7 nights, 1 cottage
AU$297 per night
includes taxes & fees
Cozy cottage with AC and lake access in charming Connecticut suburb.
Living Room
View of the Pond
Kitchen
Entryway Stairs
Exceptional
(7 reviews)

Private Apartment in Southbury 101

Southbury

7% off
AU$1,943
for 7 nights, 1 apartment
AU$278 per night
includes taxes & fees
Private Apartment in Southbury 101
Interior
Living area
Bathroom
Interior
Exceptional
(37 reviews)

1 bedroom Cozy, comfy, super clean, great location and own entrance!!

Shelton

7% off
AU$796
for 7 nights, 1 apartment
AU$114 per night
includes taxes & fees
1 bedroom Cozy, comfy, super clean, great location and own entrance!!
Living area
Pool
Living area
Private kitchen
Exceptional
(7 reviews)

Southbury Charming Studio Retreat on Beautiful Grounds — Sleeps 4

Southbury

8% off
AU$1,730
for 7 nights, 1 apartment
AU$247 per night
includes taxes & fees
Southbury Charming Studio Retreat on Beautiful Grounds — Sleeps 4
Outdoors
Open Concept Living Room, Dining Room, Kitchen
Open Concept Living Room and Kitchen
Queen Bedroom
Wonderful
(6 reviews)

Private Apartment in Southbury 102

Southbury

8% off
AU$1,735
for 7 nights, 1 apartment
AU$248 per night
includes taxes & fees
Private Apartment in Southbury 102
Living area
Property grounds
Living area
Private kitchen
Exceptional
(8 reviews)

Spacious Lakeside Hideaway

Newtown

8% off
AU$2,233
for 7 nights, 1 apartment
AU$319 per night
includes taxes & fees
Spacious Lakeside Hideaway

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Take in the natural beauty of Oxford

The waterfalls, forests and gardens display a scene truly unique to Oxford. This scenic city attracts visitors thanks to its fishing and aquarium. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Oxford

Are you searching for top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Oxford has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Quassy Amusement Park (6.7 mi / 10.7 km)
  • Mount Southington Ski Area (14.3 mi / 22.9 km)
  • The Christmas Shop (14.8 mi / 23.8 km)
  • Beardsley Zoo (15.7 mi / 25.3 km)
  • Lake Compounce (17.3 mi / 27.8 km)
  • Yale Golf Course (10.5 mi / 16.9 km)

Exploring the natural features in Oxford

Whether you're looking for adventure or just want to take in the scenery, Oxford is a great place to get out in nature. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Beacon Falls Town Recreation Field (2.2 mi / 3.6 km)
  • Lake Quassapaug (7.1 mi / 11.5 km)
  • Waterbury Green (9.3 mi / 15 km)
  • Mount Carmel (11 mi / 17.6 km)
  • Lake Lillinonah (12.1 mi / 19.5 km)
  • New Haven Green (13.2 mi / 21.2 km)

Transport options to and around Oxford

The nearest airport is in Oxford, CT (OXC-Waterbury - Oxford), located 3.3 mi (5.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is 16.3 mi (26.3 km) away.

Frequently asked questions

What is the best area to stay in Oxford when booking a holiday rental?
When considering a holiday rental in Oxford, Connecticut, a popular area to stay in is the charming neighbourhood near the Oxford Town Centre. This area offers a delightful mix of convenience and local charm, making it an ideal base for your visit. You'll find a variety of properties available here, ranging from quaint cottages to spacious family homes, providing options for different group sizes and preferences.Staying near the Town Centre gives you easy access to some of the region's top attractions. The Oxford Historical Society is a lovely spot to explore local history, while the nearby Great Oak Park offers beautiful walking trails and picnic areas, great for enjoying the outdoors. Additionally, you can enjoy the scenic beauty of the surrounding countryside, which is especially lovely in the autumn months.For those seeking leisure activities, the area boasts several golf courses and is just a short drive from the stunning beaches of the nearby coastal towns.
Where are the best Oxford ski resort rentals?
For ski resort rentals near Oxford, Connecticut, the closest popular ski area is Mount Southington, located about a half-hour drive away. In the surrounding areas, such as Southington and Bristol, travellers can find a variety of accommodation options suiting both families and groups. Many properties in these towns offer comfortable amenities, including spacious living areas, kitchens for self-catering, and sometimes even outdoor spaces for relaxation after a day on the slopes.In Southington, visitors can expect to find cosy cabins and chalets, often equipped with features like fireplaces, which create a warm atmosphere during the winter months. Some rentals may also include amenities such as hot tubs or game rooms, providing additional entertainment options for guests.Bristol offers a mix of charming homes and modern apartments, with easy access to local dining and shops. The region also provides opportunities for winter activities beyond skiing, such as snowboarding and snowshoeing, with various trails available nearby.
What is the most popular type of holiday rental accomodation in Oxford?
In Oxford, holiday houses are the most popular type of holiday rental, with several available throughout the area. These properties typically offer spacious living arrangements, featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Many homes also come with outdoor spaces such as patios or gardens, allowing guests to enjoy the serene surroundings.
Are there any family house rentals in Oxford?
In Oxford, Connecticut, there are several family-friendly house rentals available, ideal for those looking to enjoy a comfortable stay in a charming setting. The residential areas around the town offer spacious homes, often featuring multiple bedrooms and large living spaces, superb for families. Many of these properties include amenities such as fully equipped kitchens, allowing for convenient meal preparation, as well as outdoor areas where children can play safely.Visitors will find nearby attractions, including the scenic Lake Zoar, which is great for outdoor activities like fishing and boating, and the picturesque trails of the Housatonic River Valley for hiking and exploring nature.
Can I rent a holiday home with a pool or hot tub in Oxford?
In Oxford, Connecticut, there are several holiday homes available for rent that feature pools and hot tubs, making it an appealing destination for those looking to enjoy some relaxation. The area is known for its scenic landscapes and tranquil atmosphere, providing a great backdrop for a getaway.Travellers can expect a variety of amenities in these rentals, including private pools, spacious outdoor areas for lounging, and hot tubs ideal for unwinding after a day of exploration. Many properties also come with fully equipped kitchens, allowing for convenient self-catering, as well as comfortable living spaces for families or groups.
Are there pet-friendly house rentals in Oxford?
In Oxford, Connecticut, there are several pet-friendly house rentals available for travellers. The area offers a mix of charming homes situated in peaceful neighbourhoods, often equipped with amenities such as spacious backyards, fully stocked kitchens, and comfortable living spaces, making them suitable for families or groups. Many properties also feature outdoor areas where pets can enjoy some fresh air.For those looking to explore the surroundings with their pets, the nearby Lake Zoar provides ample opportunities for outdoor activities, including walking trails and waterfront access. Additionally, the area boasts several parks and nature reserves where pets are welcome, allowing for enjoyable outings amidst the scenic beauty of Oxford.
Are there any remote work holiday rentals in Oxford?
In Oxford, Connecticut, there are several remote work-friendly holiday rentals available, making it an ideal spot for those looking to combine work and leisure. Most properties come equipped with essential amenities such as high-speed internet and free Wi-Fi, ensuring a productive environment for remote workers. Many accommodations also feature dedicated workspaces, complete with desks and chairs, allowing for comfortable and efficient work sessions.The area itself offers a peaceful suburban setting, with opportunities for outdoor activities and nearby parks for a refreshing break from work. The local community is welcoming, and there are quaint shops and dining options in the vicinity, providing convenient access to amenities. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Oxford?
In Oxford, Connecticut, popular rental amenities include a variety of comforts that enhance the stay experience. Many holiday rentals feature a well-equipped kitchen with appliances like a coffee and tea maker and a blender, making it easy for guests to prepare meals. Living spaces typically include a dining area for enjoying meals together, as well as a cosy fireplace that adds warmth and charm to the environment. Additionally, you'll often find a selection of books available for guests, providing entertainment and a chance to unwind during their stay.
When is the best time to visit Oxford for a holiday rental?
The peak season for visiting Oxford, Connecticut, spans from May to July, making it an ideal time for those seeking vibrant outdoor experiences and activities. During these months, the weather is typically warm and pleasant, with temperatures ranging from 15 to 30 degrees Celsius, great for exploring the scenic beauty of the area.July stands out as the most popular month, bustling with visitors who take advantage of the sunny days to enjoy local parks, lakes, and charming downtown shops. This lively option is great for those who thrive on socializings and want to immerse themselves in community events and festivities.For travellers seeking a more budget-friendly experience, consider visiting in December. While the weather cools down, with temperatures dropping to around 0 to 5 degrees Celsius, this month offers a unique charm with festive decorations and quieter streets. It's a lovely time for a peaceful retreat, allowing you to enjoy warm beverages in cosy cafés and explore the beautiful winter landscapes.Ultimately, your ideal time to visit Oxford will depend on your preference for lively summer adventures or the tranquil, wintry ambience of the off-peak months.
What are the top attractions in Oxford?
In Oxford, Connecticut, visitors can enjoy a variety of attractions that showcase the area's natural beauty and local charm. The scenic Lake Zoar is a popular spot for outdoor activities, including fishing, boating, and hiking along the trails that offer stunning views of the water. Nearby, the Oxford Town Park provides a lovely space for picnics and leisurely strolls, featuring playgrounds and open green areas.For history enthusiasts, the Housatonic River Museum offers insights into the region's heritage and its connection to the river. Additionally, the nearby Quaker Farms area features quaint residential streets and local shops where visitors can experience the community vibe.Exploring the surrounding countryside, the nearby Naugatuck State Forest provides ample opportunities for hiking and nature walks, making it a great destination for those looking to immerse themselves in the outdoors.
Are all fees included in the Oxford holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Oxford holiday homes with parking?
Stayz offers a wide selection of holiday homes in Oxford with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Oxford holiday homes?
You can find great discounts on holiday homes in Oxford on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Oxford holiday home booking on Stayz?
To find Oxford holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Oxford?
A long-stay holiday home in Oxford is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Oxford holiday home?
Book your Oxford holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oxford?
Prices for holiday homes in Oxford vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Oxford to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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