Orleans vacation rentals

We found 3,162 vacation rentals — enter your dates for availability

Select from 302 homes, 18 cottages, and other vacation rentals in Orleans to find one that's perfect for your trip. Whether you're staying in a vacation rental with your kids and pets or just with friends, 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. What you'll find is a rental to meet everyone's needs, including places that are non-smoking or accessible.
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Find out more about Orleans

Find out more about Orleans

Why visit Orleans

  1. Beautiful Beaches: Orleans boasts stunning beaches perfect for sunbathing and water activities.
  2. Historic Lighthouses: Explore charming lighthouses that offer a glimpse into the region's maritime history.
  3. Outdoor Adventures: Enjoy hiking, biking, and kayaking in the scenic natural landscapes of Cape Cod.
  4. Quaint Villages: Discover the picturesque East Orleans Village, rich in local charm and character.
  5. Cozy Accommodations: Choose from a variety of vacation rentals, from cottages to modern condos.

Popular types of accommodation in Orleans

If you're exploring vacation rentals in Orleans, you're in for a treat! Our most popular accommodations include houses, condos, and updated apartments. Whether you're seeking beach rentals, cozy Orleans house rentals, or a whole home for your getaway, we have options to suit your needs. Discover the charm of Orleans with listings from Gibson Sotheby's that promise transparency and peace of mind for your perfect stay.

  • Houses: The top choice for visitors, these homes offer a spacious and comfortable setting for families, friends, or couples seeking a relaxing getaway in Orleans.
  • Condos: A popular option for travelers, condos provide modern amenities and often stunning views, making them ideal for a convenient and enjoyable stay.
  • Apartments: Perfect for solo travelers or couples, these cozy spaces offer a home-like atmosphere while being close to local attractions.
  • Cottages: Charming and quaint, cottages are a favorite among those looking for a picturesque retreat near the beach.
  • Villas: For those seeking luxury and privacy, villas offer upscale accommodations with ample space and often private amenities.**

Top attractions in Orleans

Orleans, Massachusetts, is a fantastic destination for beach lovers and outdoor enthusiasts, offering stunning scenery and a rich cultural experience. Visitors can explore beautiful beaches, historic lighthouses, and charming historic houses. Whether you're looking for a relaxing beach day or outdoor adventures, Orleans has something for everyone. Don't miss the opportunity to take tours from Orleans to enjoy the broader Cape Cod area and its many attractions.

  1. Nauset Beach: A picturesque beach known for its stunning coastline and vibrant beach vibes, perfect for sunbathing, swimming, and surfcasting. Just 4 miles from Orleans, it offers a quintessential Cape Cod experience.
  2. Nickerson State Park: Located 3 miles away, this national park features beautiful scenery and outdoor adventures, including hiking, biking, and fishing amidst its lush pine forests and serene ponds.
  3. Harwich Port: A charming town 9 miles from Orleans, Harwich Port boasts quaint shops, waterfront dining, and a lively atmosphere, making it a delightful spot to explore local culture.

Things to do recommended for couples

Orleans offers delightful couple experiences! Enjoy a fun round at Cape Escape Adventure Golf, indulge in relaxation at The E Spa just 4 miles away, or catch a live show at the Cape Cod Melody Tent, located 19 miles from town. Perfect for creating unforgettable memories together!

Things to do recommended for families

Your family will have a blast at Orleans Bowling Center, where adventure awaits. Enjoy splashes of fun at Cape Codder Water Park, just 18 miles away, or catch a game at Veterans Field, located 7 miles from Orleans. These experiences promise unforgettable family memories!

Things to do recommended for groups

Experience the beautiful Ocean Edge Golf Club for a round of golf, explore the local flavors at Chatham Fish Pier, or enjoy a captivating show at Cape Rep Theatre, all within a short drive from Orleans. Perfect activities for a memorable group getaway!

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

When planning a trip with friends, family, pets, or for an extended stay, be sure to prioritize your preferences in the search filters. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Orleans with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Orleans with young kids: Traveling with young kids can be quite demanding. It's important to prioritize 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 enjoyable for families.
  • Taking your pets with you to Orleans: For many families, a vacation isn't truly fulfilling unless their furry companion is by their side. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Orleans: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include additional preferences like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Orleans

Orleans, Massachusetts, offers a charming blend of scenic beaches and outdoor adventures. Explore the picturesque Town Cove and the quaint East Orleans Village, where you can soak in the quintessential Cape Cod atmosphere. With its family-friendly vibe and romantic spots, Orleans is perfect for a relaxing getaway. Don't miss the opportunity to experience the beauty of Cape Cod while enjoying friendly locals and delightful excursions.

  • Eastham: Located only 3 miles from Orleans, Eastham is a picturesque town known for its stunning natural scenery and outdoor activities. Visitors flock to Eastham for its beautiful beaches and scenic hiking trails, offering a perfect blend of relaxation and adventure. The town is home to several golf courses, making it an ideal spot for golf enthusiasts. Key attractions include the iconic Cape Cod National Seashore, where you can explore pristine beaches and enjoy family-friendly beach outings. Whether you're looking to soak up the sun or hike through lush landscapes, Eastham is a must-visit destination.
  • Chatham: Approximately 8 miles from Orleans, Chatham is a charming coastal town celebrated for its beautiful beaches and outdoor experiences. Known for its scenic views and quaint downtown area, Chatham offers a variety of activities, including golfing at private country clubs. The local beaches are perfect for family outings and relaxation, with soft sands and clear waters. Visitors can also explore the historic lighthouse and enjoy waterfront dining with fresh seafood. Chatham’s blend of natural beauty and small-town charm makes it an ideal getaway.
  • Provincetown: Situated 21 miles from Orleans, Provincetown is vibrant and eclectic, attracting travelers with its stunning beaches and rich arts scene. Known for outdoor adventures, visitors can enjoy activities ranging from golfing to exploring local galleries. The town features a water park for family fun, along with breathtaking coastal views that are perfect for photography. The famous Cape Cod beaches provide plenty of opportunities for sunbathing and water sports. With its unique character and vibrant culture, Provincetown offers a memorable experience for every visitor.

Best time to go to Orleans

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.4°F (1.9°C)Light RainMostly CloudyAverageModerately Low
February35.2°F (1.8°C)Light RainMostly CloudyAverageModerately Low
March38.5°F (3.6°C)Light RainMostly CloudyAverageModerately Low
April45.1°F (7.3°C)Light RainMostly SunnyAverageAverage
May53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
June61.5°F (16.4°C)Light RainMostly SunnyHighModerately High
July69.4°F (20.8°C)Light RainMostly SunnyHighModerately High
August70.2°F (21.2°C)Light RainMostly SunnyHighModerately High
September65.3°F (18.5°C)Light RainMostly SunnyAverageAverage
October57.6°F (14.2°C)Light RainMostly SunnyLowAverage
November48.4°F (9.1°C)Light RainMostly SunnyLowAverage
December41.4°F (5.2°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you’ll earn OneKeyCash™ on the full booking amount. Being the organizer certainly has its perks! Become a part of our One Key rewards program to enjoy exclusive member discounts and accumulate OneKeyCash™ on qualifying stays. Sign up today and begin reaping the benefits!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform where you can easily create new trips, continue planning from where you last stopped, or organize your travel arrangements. You’ll see the properties you’ve saved or reserved neatly organized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Take in the beachside beauty of Orleans

The beaches and other outdoor surroundings create an inviting atmosphere in Orleans. Renowned for its seafood restaurants, baseball games and university setting, this city welcomes all visitors. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Orleans

Do you want to discover attractions to visit in the city? Venture out of your cozy vacation rental and check out everything that makes Orleans a fun spot to vacation. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Ocean Edge Golf Club (3.8 mi / 6.2 km)
  • Cape Cod Lavender Farm (8.2 mi / 13.3 km)
  • Cape Cod Inflatable Park (15.9 mi / 25.5 km)
  • Gold Coast Parasailing & Jet Ski (15.9 mi / 25.6 km)
  • Captain's Cove Golf Course (4 mi / 6.4 km)
  • Rail Trail Bike Shop (4.6 mi / 7.3 km)

Exploring the natural landscape of Orleans

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Orleans. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Skaket Beach (1.4 mi / 2.3 km)
  • First Encounter Beach (1.9 mi / 3.1 km)
  • Nauset Beach (3.5 mi / 5.7 km)
  • Nauset Light Beach (3.7 mi / 6 km)
  • Breakwater Beach (5.1 mi / 8.2 km)
  • Wellfleet Bay Wildlife Sanctuary (6.5 mi / 10.5 km)

Seasonal weather in Orleans

If you're planning a vacation around the weather, August, July, September and June are the hottest months to visit, when temperatures average 67°F.

Traveling to and around Orleans

Fly into Hyannis, MA (HYA-Barnstable Municipal), the closest airport, located 17.5 mi (28.2 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Provincetown, MA (PVC-Provincetown Municipal), which is 23 mi (37 km) away.

Frequently asked questions

What is the best area to stay in Orleans when booking a vacation rental?
If you’re heading for Orleans, East Orleans is one of the most in-demand neighborhoods to stay. No matter your travel style, Vrbo is bound to have a vacation home here that’s just right for you.
What is the most popular type of vacation rental accommodation in Orleans?
The most popular types of vacation rentals in Orleans are cottages. Prefer something different? Vrbo has many options to match our guests’ needs, so you’ll see properties in all sizes and shapes. The ideal fit is waiting for you — get hold of yours today.
How much does it cost to rent a vacation rental in Orleans?
A number of factors determine what you’ll pay for your vacation rental in Orleans, such as the length of stay, type of property and season. But, all our vacation homes have one thing in common — unbeatable value. Simply enter your travel dates to find your home away from home.
How much does it cost to rent a beach house in Orleans?
When you travel and the size and style of the property will determine the cost of your beachside vacation rental. Click on your Orleans travel dates to see your options on Vrbo. Did someone just say “hot tub”? Use the filters to choose the features and amenities you want in your rental.
Are there pet-friendly vacation rentals in Orleans?
Pack up a suitcase for the pooch in your life because Orleans has 320 vacation rentals that roll out the welcome mat to doggie guests. Let your four-legged friend join in on the family trip at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and dates, then check the “Pets allowed” filter box.
Can I rent a house with a pool in Orleans?
Grab your swimwear and inflatable swan, because there are 52 houses with a private pool in Orleans. Settle in at one of these sought-after vacation rentals and let every day be a pool day. Simply enter your travel dates into Vrbo, then use the “pool” filter to find the ideal place for a splashing good time!
What are popular rental amenities in Orleans?
Some of the most popular rental amenities people prefer in Orleans are a water view, a chef and a lake view. Whether you’re taking a trip with your besties, family or even pets, Vrbo vacation homes come with the best amenities for making epic memories with your loved ones.
Are there large group vacation rentals in Orleans?
There are 101 vacation properties in Orleans that can sleep 10 or more guests. Whether you’re planning a trip with the family or an event like an anniversary, there’s enough room to get your loved ones together under one roof.
Are there vacation rentals in Orleans that welcome kids?
Orleans has 320 family-friendly vacation homes to pick from. And securing a stay that welcomes youngsters is a breeze with Vrbo’s “Properties good for families” filter. In addition to having the entire place to yourselves, you’ll get amenities and perks like bunk beds, kitchens and pools.
What are the top attractions for families in Orleans?
There are plenty of cool things to do and see with the family in Orleans, including:

  • Cape Escape Adventure Golf
  • Academy Playhouse
  • Skaket Beach

Are there one-bedroom vacation rentals in Orleans?
You can choose from 11 one-bedroom rentals in Orleans. Whether you want a secluded cottage or a cabin, Vrbo’s one-bedroom properties are perfect if you don’t need lots of space. One of the major perks of having your own digs? You won’t have to share your vacation with strangers.
Can I find two-bedroom vacation rentals in Orleans?
Take your pick of 43 two-bedroom homes in Orleans. Put your little ones in the second room or fill it with a couple of your favorite people. There’s a spot for whoever’s lucky enough to be joining your journey.
Are there vacation rentals with WiFi in Orleans?
There are 104 vacation rentals with WiFi in Orleans. If you’d like to disconnect from the world on your vacation, but still want to be connected to the internet, these getaways are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Orleans?
You can pick from 302 Vrbo vacation rentals with air conditioning in Orleans giving you that cooling breeze and extra element of comfort. Simply enter your preferred travel dates and then make use of our filter tool to look for properties with air conditioning.
How old do you have to be to rent a vacation rental in Orleans?
It’s advisable to check with the Orleans vacation property you’re considering on Vrbo as the age limit varies. However, generally it’s 16, 18 or 21.
How long can I rent a vacation rental in Orleans for?
The amount of time you can book an Orleans vacation home for is up to the property. Just put in your dates of travel to see options offering extended stays. They come with everything you need to make your extended vacation more enjoyable and convenient, such as kitchens and backyards. Some vacation homes may also offer weekly or monthly discounts, so you can stick around for longer for less.
Does Vrbo offer discounts for vacation homes in Orleans?
In Orleans, you’ll find some incredible discounts and deals for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re after a short getaway or a couple of weeks away, we have a host of options to match your style.

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