Oakdale holiday lettings

We found 138 holiday rentals — enter your dates for availability

Discover a selection of 18 apartments and other holiday rentals in Oakdale that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you need and want for your stay, which might include a garden and Wi-Fi. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

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Why visit Oakdale

  • Charming neighbourhood: Oakdale offers a delightful mix of community spirit and picturesque surroundings, perfect for exploration.
  • Rich cultural experiences: Discover historic houses and local colleges that highlight the area's history and heritage.
  • Family-friendly attractions: Enjoy a variety of activities suitable for all ages, ensuring a fun experience for families.
  • Outdoor pursuits: Take advantage of the beautiful parks and recreational spaces for activities like walking and picnicking.
  • Varied accommodation options: Choose from charming vacation homes, cosy cottages, and stylish condos for a comfortable stay.

Popular types of accommodation around Oakdale

If you're contemplating a getaway in Oakdale, rest assured, we have a variety of delightful options for you. The most sought-after types of accommodation include charming houses, cosy cottages, and stylish condos. Whether you're searching for a holiday retreat in Oakdale Portland or a serene vacation home, our platform offers transparency and savings, ensuring a memorable stay in this picturesque locale.

  • Houses: The top choice for visitors in Oakdale, these homes offer ample space and a homely atmosphere, perfect for families or groups.
  • Cottages: Quaint and charming, cottages provide a delightful retreat, ideal for those seeking a peaceful getaway.
  • Condos: A convenient option, condos offer modern amenities and a community feel, suitable for couples or small families.
  • Apartments: Versatile and often centrally located, apartments are a fantastic choice for those wanting easy access to local attractions.
  • Cabins: Rustic and cosy, cabins are perfect for nature enthusiasts looking to escape into the great outdoors.**

Top attractions in and around Oakdale

Oakdale, Portland, Maine, offers a delightful mix of outdoor activities, family-friendly attractions, and cultural experiences. Visitors can explore notable sites such as historic houses, colleges, and entertainment venues, making it ideal for those seeking a vibrant city atmosphere. Whether you're interested in history or simply enjoying time with loved ones, Oakdale provides a rich tapestry of experiences to make your holiday memorable.

  • University of Southern Maine: A historic institution rich in culture, the University of Southern Maine offers picturesque grounds and vibrant academic life, perfect for a leisurely stroll and immersion in local education and arts.
  • Portland Museum of Art: Located a mile from Oakdale, this art museum showcases an impressive collection of American, European, and contemporary art, providing a deep cultural experience and inspiration for art enthusiasts.
  • Cross Insurance Arena: This lively entertainment venue hosts various events, from concerts to sports, creating a family-friendly atmosphere where visitors can enjoy thrilling performances and community spirit.

Things to do recommended for couples

For a romantic getaway in Oakdale, explore the vibrant atmosphere at Thompson's Point with live music, indulge in luxury at the Portland Club, or embark on an adventurous water sports experience with Capt Lyman Stuart. Each offers a unique charm for couples to enjoy together.

Things to do recommended for families

Families visiting Oakdale can enjoy a game at Hadlock Field, just 186m away, or have a thrilling time at Bayside Bowl, 559m away. Don't miss the Southworth Planetarium nearby for an entertaining and educational experience suitable for all ages.

Things to do recommended for groups

Groups visiting Oakdale can enjoy shopping at the Maine Mall, just 1.9km away, immerse themselves in culture and entertainment at the State Theatre, only 621m from Oakdale, and unwind with a round of golf at Sable Oaks Golf Course, also 1.9km away.

What do I need to keep in mind when booking a vacation around Oakdale

If you're travelling with a group, family, or pets, or if you're seeking longer stays, it's important to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Oakdale with a group: Think about how many bedrooms you require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Oakdale with young kids: Travelling with young children can present its difficulties. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are friendly for families.
  • Taking your pets with you to Oakdale: For many, a family holiday isn’t truly fulfilled without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at ease.
  • Planning for a long term stay visiting Oakdale: If you’re in search of holiday rentals offering special rates for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Oakdale

Oakdale, a charming neighbourhood in Portland, Maine, offers a delightful blend of outdoor activities, cultural experiences, and family-friendly attractions. Visitors can explore the vibrant atmosphere of nearby cities, enjoy the friendly community, and discover romantic spots perfect for couples. With a variety of vacation rentals available, Oakdale serves as an ideal base for your adventures in the picturesque Bayside area and beyond, ensuring a memorable holiday for all.

  • Portland: Located a mere mile from Oakdale, Portland is a vibrant city known for its stunning outdoor experiences and scenic beauty. Visitors flock to Portland for family-friendly activities and the chance to explore its rich cultural scene. The city is home to a variety of venues including theatres and an arena entertainment facility, as well as a bustling shopping mall. Nature enthusiasts will appreciate the nearby beaches and serene lake areas, perfect for leisurely strolls or picnics with loved ones.
  • South Portland: Situated two miles from Oakdale, South Portland offers a delightful mix of family-friendly attractions and a city-themed atmosphere. This city is ideal for those who enjoy shopping, with a range of shopping centres and malls at your disposal. It's also a notable educational hub, making it suitable for families and business travellers alike. The local beaches and lakes provide ample opportunities for relaxation and recreation, ensuring a fulfilling experience for all visitors.
  • Downtown Portland: Just 1.6km away from Oakdale, Downtown Portland is a lively neighbourhood that promises a variety of experiences, from family outings to romantic getaways. The area is bustling with activities, including theatres and music concerts that cater to diverse tastes. Visitors can enjoy the picturesque beaches and family-friendly lakes within the vicinity, making it an ideal spot for both relaxation and entertainment amidst a charming urban backdrop.

Best time to go to Oakdale

If you're planning a trip to Oakdale, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.1°F (-3.3°C)Light RainMostly SunnyLowSlightly Low
February27.0°F (-2.8°C)Light RainMostly SunnyLowSlightly Low
March33.4°F (0.8°C)Light RainMostly SunnyLowSlightly Low
April43.9°F (6.6°C)Light RainMostly SunnyAverageAverage
May54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
June61.9°F (16.6°C)Light RainMostly SunnyHighSlightly High
July68.9°F (20.5°C)Light RainMostly SunnyHighSlightly High
August68.5°F (20.3°C)Light RainMostly SunnyHighSlightly High
September62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
October52.2°F (11.2°C)Light RainMostly SunnyAverageAverage
November41.2°F (5.1°C)Light RainMostly SunnyAverageAverage
December32.9°F (0.5°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming holiday? Consider being flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of accommodation.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a handy platform for you to organise new trips, resume your planning, or review your existing itineraries. You'll find your saved or booked properties neatly arranged under Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply head over to: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Oakdale?
In Oakdale, apartments are the most common type of holiday rental, with around 16 available in the area. These apartments typically offer inviting living spaces with fully equipped kitchens, allowing guests to prepare their own meals, as well as comfortable seating areas for relaxation. Many rooms also feature outdoor spaces where visitors can enjoy the fresh air.
Are there any beach house rentals in Oakdale?
In Oakdale, Maine, there are several beach house rentals available, primarily situated near the picturesque coastline and within proximity to local attractions. These beach houses typically offer spacious interiors with multiple bedrooms, fully equipped kitchens, and generous living areas designed for relaxation and entertainment. Many properties also feature outdoor decks or patios, great for enjoying the fresh sea breeze and stunning views. Guests can expect amenities such as private access to the beach, outdoor grills for barbecuing, and sometimes even amenities like hot tubs or fire pits for evening gatherings.
How much does it cost to rent a holiday home in Oakdale?
Prices for holiday rentals in Oakdale 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oakdale to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oakdale holiday house rentals?
You can find great discounts on house rentals in Oakdale on Vrbo, 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.
Are there any Oakdale holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Oakdale 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 on Vrbo 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.
Can I find long-stay holiday rentals in Oakdale?
A long-stay holiday rental in Oakdale 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Oakdale for a holiday rental?
June is the most popular time to visit Oakdale, Maine, and for good reason. This month marks the beginning of the peak travel season, which runs from June through August, and attracts a variety of travellers looking to enjoy the region's stunning natural beauty and outdoor activities. With temperatures typically ranging from the mid-teens to low 20s Celsius, June offers pleasant weather superb for hiking, kayaking, and exploring the picturesque landscapes.

During this lively season, Oakdale is abuzz with visitors keen to soak up the sun and experience local events, including farmers' markets and summer fairs. The warm weather creates a friendly space for those looking to engage in outdoor adventures, and the nearby Acadia National Park becomes a popular destination for hiking and sightseeing.

If you're seeking a more budget-friendly option, consider planning your visit in November. Although the weather can be cooler, with temperatures dropping to around 5 degrees Celsius, this month offers a quieter experience, allowing for peaceful walks through the town and the opportunity to enjoy the serenity of nature without the crowds.
Are there any remote work holiday rentals in Oakdale?
In Oakdale, Maine, there are approximately 18 holiday rentals that cater specifically to remote workers. This area offers a peaceful environment, superb for those looking to balance work and leisure. Many of these properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces featuring desks and comfortable chairs, and often even computer monitors to enhance productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Oakdale holiday rental?
Book your Oakdale holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Oakdale home rental booking on Vrbo?
To find Oakdale holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Oakdale holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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