Discover a selection of 56 vacation rentals in Orleans, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $331 per night, and houses and cottages are popular options for a stay in Orleans. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Orleans
Destination guide

Orleans: A great American beach town

Home to ocean breezes and good vibrations, Orleans is the heart of Cape Cod. Popularly known as one of the great American beach towns, it’s top of the list for any vacationer looking to soak up some sun. Orleans vacation rentals range from idyllic secluded lake houses to waterfront beach houses on Pleasant Bay, an area of incredible natural beauty with a name that’s surely the understatement of the year. So, whether you’re looking for walking trails or a wealth of culture, dip your toes in the Atlantic for an unforgettable vacation.

Things to do

Seal the deal with an Orleans boat tour

You’re sure to squeal with delight on a Blue Claw Boat Tour, which offers a very special Cape Cod Seal Watch Adventure Cruise, bringing you up close and personal with the area’s most majestic creatures, as well as providing stunning views of the Cape’s small islands and lighthouses birds. Prefer to stay on terra firma? The Hog Island Beer Company is a Cape Cod institution: a local brewery and tasting bar with live entertainment, it’s named after the isle where Captain Kidd is said to have buried his treasure.


Surfin’ USA on Nauset Beach, Orleans

Pleasant Bay may be beach central, but that doesn’t mean lazing around is on the cards! Lace up your hiking boots and check out the picturesque Kent’s Point Conservation Area—especially recommended for your four-legged friends—or hop on a bike and head down the Cape Cod Rail Trail, a 22-mile former railroad that runs from Dennis to Wellfleet. For natural thrillseekers, surf’s up on Nauset Beach, a 10-mile stretch of sandy Atlantic shore with a section reserved for surfers, whilst warmer waters can be found at Skaket Beach on the Cape Cod Bay.


The only Orleans for your spring break

Don’t be fooled into thinking that Cape Cod is just for the summer: although most opt for July/August stays, the spring is also a wonderful time for a getaway, with pleasantly mild temperatures and the added attraction of the Botanical Walk at the Bank Street Bog Nature Preserve down in Harwich. Why not choose one of the many Orleans vacation rentals featuring cozy family spaces as well as decks and gardens for the warmer periods? Fall remains mild well into October, long after the mainland starts feeling the chill—something well worth bearing in mind when you plan your trip.

Natural features

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)
  • Nickerson State Park (2.7 mi / 4.3 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)
How to get there

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.

What are the top vacation rentals in or near Orleans?

Whatever you're looking for in a getaway, you'll find a rental property in or around Orleans that's a match made in heaven. These are some of our top picks:

  • "Luxurious Estate Includes - Tennis Court" is a favorite with guests. Around 25 miles from Orleans, it has 6 bedrooms and lots of useful amenities, including a private pool and internet services.
  • Another top choice is "Oceanfront Contemporary Home - Breathtaking Views", which is around 25 miles from Orleans. Featuring 3 bedrooms, an iron and ironing board and a water view, it has everything you need to make your stay comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Orleans vacation rental for you.

What are the best tiny house vacation rentals in or near Orleans?

You need only take a look inside Vrbo's tiny house vacation rentals in Orleans to discover that good things really do come in little packages. Cleverly designed to maximize space, these pint-sized digs deliver a big vacation experience:

  • Escape from the world and disappear to "Marion Village's Very Best Cottage - Tiny Home Living Close To The Town Beach". This retreat in Marion Center packs plenty of conveniences into its cozy space, such as a dishwasher and a nearby beach.
  • Alternatively, get comfy at "Stay In A Tiny House 0. 4mi To Beach Village Restaurants Pet Friendly 2 Bikes". Located in Dennis Port, this little gem comes with free toiletries and a separate dining area.

Can I find log cabins to rent in or near Orleans?

Yes, you sure can! From rustic retreats to luxurious escapes and everything in between, you'll find an impressive range of log cabins to rent in or near Orleans. If the outdoors is calling, check out:

  • "Spacious Wellfleet Tree Top Log Cabin Great For Families And Reunions": This terrific cabin is the ideal base for having fun in nature. Basketball and hiking and biking are several activities you can do in the area when you're not chilling in your cozy cabin.
  • "Rustic Cozy Log Cabin": Spend your vacation enjoying all the conveniences of this property. If you can tear yourself away from your comfy digs, fishing and mountain biking are some awesome things to do.

What are the top-rated vacation rentals for weekend getaways in or near Orleans?

Put aside those household chores, because weekends were made for fun. Settle into one of these weekend getaways in and around Orleans and enjoy all the wonderful things to do nearby:

  • Located 30 miles to the southwest of central Orleans, "Exceptional - Waterfront Home" is a great fit for adventure lovers and nature fans. Get out and see nearby outdoor attractions, including Popponesset Beach and Fire Hose Cart House. Then, ramp up the fun with some golf or snorkeling.
  • Alternatively, leave your stresses behind at "Water View - Walk Town/beach, Pets Considered". Use it as a base to relax, or get active and try horse riding and golf. When you're ready to explore some nearby attractions, check out Indian Neck Beach and Keyes Beach. This popular vacation rental is around 7 miles south of Orleans.

Can I find studio apartments for rent in and around Orleans?

Typically small, reasonably priced and well located, it's easy to be charmed by a studio apartment. Make yourself comfortable in one of these options and experience the culture of Orleans up close:

  • Explore the world around you from "Bright, Comfortable 1 - Bedroom". This property is a terrific base for sightseeing and offers amenities including a restaurant dining guide and a balcony.
  • "Cape Cod/oceanfront On Nantucket Sound W" is another tempting choice. Stay here and take advantage of a nearby bay, a beach view and more.

When it's time to walk out of your studio apartment and discover the highlights, there's plenty to keep you on the go around Orleans. Enjoy cultural attractions? Don't miss Whistler House Museum of Art and Fort Point Arts Community.

Can I find short term rentals in or near Orleans?

Just because you only have a couple of days to spare doesn't mean you have to spend it in a lifeless hotel room. Go on vacation but still have the home comforts you love at one of these short-term rentals in or around Orleans:

  • "Located Steps Away To Main Street And. 7 Miles From Surf Drive Beach" is close to the center of Orleans, so you'll have loads of things to see and do. Explore well-known sights like Walden Pond and Louisa May Alcott's Orchard House when you're not hanging out in your cozy pad.
  • "Water View - Walk Town/beach, Pets Considered" is another fabulous option. Consider adding Old Manse and Concord Visitors Center to your travel itinerary when it's time to sightsee.

What are the best romantic weekend getaways in or near Orleans?

Whether spent in a cabin, a cottage or a condo, a romantic weekend getaway is a fantastic way to add some fire to your relationship. Whisk your other half away for a couple of leisurely days at one of these popular escapes in or near Orleans:

  • Put on some relaxing music and kick back together at "Luxurious Estate Includes - Tennis Court". Around 25 miles from Orleans, this property has everything you could want for a romantic weekend away, including massage services and beauty services.
  • "Oceanfront Contemporary Home - Breathtaking Views" is another wonderful option that's guaranteed to impress. It's approximately 25 miles from Orleans and comes with winery tours and a fireplace.

Are there mansions for rent in or near Orleans?

You'll find some superb mansions for rent in and near Orleans. If you're on the lookout for somewhere with lots of room as well as that extra wow factor, these architectural stunners will tick your boxes:

  • Situated about 30 miles to the west of Orleans, "Mansion With Heated Pool Near Ocean" is the perfect place to relax and unwind in luxury. Amenities here include a swimming pool and a fireplace.
  • Alternatively, catapult your vacation to a whole different level and stay a week or two at "West Yarmouth Waterfront Mansion Right On The Ocean With Million". It's around 17 miles to the southwest of Orleans and comes with a fireplace, a garden and more.

What are the best large group vacation rentals in or near Orleans?

Browse these large group vacation rentals in or near Orleans where you won't have to leave anyone off your invite list:

  • There's plenty of room to spread out at "Luxurious Estate Includes - Tennis Court". Around 25 miles west of Orleans, this impressive property has 6 bedrooms that sleep up to 14 guests. Quality amenities include a swimming pool and a garden.
  • Nothing's more important than spending precious time with loved ones, and "Water View - Walk Town/beach, Pets Considered" is the perfect place to do that. Located around 7 miles to the south of Orleans, as many as 14 guests can stay in this vacation rental which has 5 bedrooms. A kitchen and a garden are among the various amenities at hand here.

What are the best houses for rent with a pool in or near Orleans?

A pool is often a must-have amenity when deciding where to stay, particularly if you're taking the kids. Check out these houses with a pool in or near Orleans and fill your days with frolicking good fun:

  • Treat your crew to a memorable stay at "New House, Steps To Beaches, Main St". There's a lot to love about this escape besides its pool, such as a dishwasher and childrens activities.
  • "Hóll Adventure House - Perfect For Groups" is the type of place you go to get away from the everyday and make the most of your surroundings, starting with its pool. Childrens activities and a separate dining area are also on hand to make your visit comfortable and convenient.

Not sure what the weather is like in Orleans? It has a humid subtropical climate, with average temperatures in summer ranging from 65 ºF to 70 ºF. If you'd like more inspiration on where to stay in this popular destination, use the search bar at the top of the page and adjust the filters to browse through our entire range of Orleans vacation rentals.