Orleans, MA Cottage Rentals from $338

Q: Are there any family-friendly cottages in Orleans?

Put your feet up at Cottages At The Even'tide Resort , a 2.5-star cottage just a quick drive from town. Amenities here include a playground and a picnic area. Another family-friendly pick where you can swap the urban jungle for open spaces is 16 Flakeyard Way - Four Bedroom House . WiFi and a patio help make this 3.5-star cottage a traveler favorite. After checking in and chilling out together in your comfy new digs, it's time to head out and explore the sights. Nauset Beach and Skaket Beach are top family-friendly attractions in Orleans.

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Our top choices for Orleans cottages

A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

1. Seaside Escape-Art-filled 2 Bd on Town Cove

EASTHAM

Myriam A.

$408 nightly

Nov 10 - Nov 11

Total with taxes and fees

An outdoor patio with wicker furniture, a round table, and a view of trees and water.

2. The Breeze on Minister's Pond

Eastham

MelanieC

$342 nightly

Nov 10 - Nov 11

Total with taxes and fees

An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

3. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

Eastham

Emily A.

$355 nightly

Nov 10 - Nov 11

Total with taxes and fees

A wooden cabin with a snow-covered roof and a small porch area.

4. Cottage Getaway walk to beach

Eastham

$10,551 nightly

Nov 16 - Nov 17

Total with taxes and fees

A single-story house with a gabled roof, a front porch, and a small front yard.

5. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Harwich

david r.

$471 nightly

Nov 10 - Nov 11

Total with taxes and fees

A house with a white picket fence, a well-maintained lawn, and a clear blue sky.

6. Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants

Dennis

Holleigh B.

$448 nightly

Nov 19 - Nov 20

Total with taxes and fees

A house with a front porch, a small garden, and a mailbox.

7. Cozy, vacation home in a charming duplex cottage

Yarmouth

Sarah B.

$296 nightly

Dec 1 - Dec 2

Total with taxes and fees

View all properties

Learn more about Orleans

Stroll along Skaket Beach for breathtaking sunsets, then catch a show at the charming Academy Playhouse. Dive into local history at the French Cable Station Museum before savoring fresh seafood at one of the town's acclaimed restaurants.

See all hotels in Orleans

An aerial view of a coastal area with a lighthouse, beach, and surrounding greenery.

Top reviews in Orleans

An aerial view of a coastal property with a large lawn, multiple buildings, and a parking area.

Nauset Beach Inn

East Orleans

10/10 Excellent

The Nauset Beach Inn at Orleans is a special gem. The accommodations were clean and well kept. The view from our living room picture window was amazing, especial the early morning sunrises. Glorious! Not to be missed. We enjoyed the large firepit afternoons and evenings. The fireplace was a nice touch. Location was convenient for the many places to eat and visit. The owner was friendly and helpful. One suggestion for our cabin #4 is that it needs a shelf for toiletries in the bathroom. There...

RICHARD

Skaket Beach Motel

Orleans

10/10 Excellent

Dolores

A two-story motel with a red and white facade, a driveway, and a sign for the Rodeway Inn.

Rodeway Inn Orleans - Cape Cod

Orleans

10/10 Excellent

This is a basic motel, but our rooms were newly painted, new floor in the bathroom, enough plugs by the bed, with a refrigerator and small microwave. The beds, sheets, pillows were comfortable. Big negative was the small, scratchy towels, but you can't have it all. The room was very clean. It is convenient to most Cape locations and activities. We did not use the pool but it appeared well-maintained. The motel was a VERY fair price for the Cape on Memorial Day weekend. I would definitely...

Alexandra

A two-story house with a symmetrical facade, a central entrance, and a flag.

Candleberry Inn on Cape Cod

Brewster

10/10 Excellent

Great place to stay! My husband and I were a little worried about vacationing during the pandemic. But, we were put at ease when we read about the policies the innkeepers (Marco and Angelo) put in place during COVID-19, and the overall cleanliness of the inn and our room. The gourmet breakfast and afternoon treats were delicious! It's one of the things we look forward each day. The amenities were great! Since a lot of the restaurants are already fully booked, we're fortunate to have our own...

Maria&Mike

A table set with plates, glasses, a mug, and a blue hydrangea.

Brewster by the Sea Inn

West Brewster

10/10 Excellent

Tony and Rachel

A beach with a sunset, calm water, and rocks.

The Old Manse Inn

Brewster

10/10 Excellent

Olivia

A white building with a sign reading "The Village Inn" indicating it is a fine lodging and breakfast establishment.

The Village Inn Cape Cod

Yarmouth Port

10/10 Excellent

Anonymous traveler

A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.

Charm on Main by Ocean Edge

Sea Pines

10/10 Excellent

Laura

A two-story house with a porch, surrounded by well-maintained gardens and trees.

The Captain Farris House B&B

Bass River

10/10 Excellent

Couldn't ask for more. The staff were extremely friendly and generous. The room was beautiful -- not overly luxurious, but full of character and with an extremely comfortable bed. One fixture on the bathroom sink was broken, and the TV was on the small side, but I would hardly call these complaints given how nice the overall experience was. And to top it off, the breakfast was amazing -- both the quality of the food and the service. We would definitely stay at the Captain Farris again.

Matt

A flagpole with an American flag, a circular flower bed with pink and white flowers, and white Adirondack chairs.

A Beach Breeze Inn

West Harwich

10/10 Excellent

Lois

A resort with a swimming pool, beach area, and a large building with a dome structure.

Wequassett Resort and Golf Club

Harwich

10/10 Excellent

ruby12376

A deck with a view of the ocean, a blue umbrella, and a white chair.

Chatham Tides

South Chatham

10/10 Excellent

joanna

A bedroom with a bed, a chair, a small table, and a window.

Blue Lobster Inn

Bass River

10/10 Excellent

Crystal

A neatly arranged bedroom with a large bed, a bedside table, a chair, a TV mounted on the wall, and a window with blinds.

Sea Street Inn

Hyannis

10/10 Excellent

Gerry

A traditional house with a garden pathway leading to the entrance, surrounded by lush greenery and a white picket fence.

The Villa Callo Inn

West Harwich

10/10 Excellent

Shawn

A multi-story hotel with balconies, a flat roof, and a clear sky.

Hyannis Travel Inn

Hyannis

10/10 Excellent

The location is everything as it is 1 street over from main street. The room was a nice size with 2 double beds and was clean with a large private balcony overlooking the street. The room had a mini fridge, a TV with limited cable, a telephone, great air conditioning and lighting. The bathroom was small with a very small and low toilet, low water pressure and a very small shower head, but the water temperature was good. Also limited counter space. The beds were very uncomfortable , uneven And...

Luis

A two-story motel with a balcony on the second floor, a covered outdoor seating area, and a parking lot.

The Escape Inn

Bass River

10/10 Excellent

Steven

Frequently Asked Questions

How much do cottages in Orleans cost?

Rates for cottages in Orleans range between $338 and $12,075 per night. Whatever your budget, you'll find the ideal place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best cottages in Orleans?

Orleans has multiple cottages with a total average guest review rating of 9.6. Cottages At The Even'tide Resort is a terrific option if you're into nature and an easy-breezy pace. Visitors staying at this 2.5-star stay can enjoy amenities such as a terrace and a swimming pool. 16 Flakeyard Way - Four Bedroom House is another popular pick. This 3.5-star cottage features a water view and a patio.

How many cottages are there in Orleans?

You'll find cottages in Orleans. No matter if you're vacationing with the family or organizing a weekend retreat with your closest amigos, Expedia will help you find the ideal property to get in touch with nature.

Are there any family-friendly cottages in Orleans?

Put your feet up at Cottages At The Even'tide Resort, a 2.5-star cottage just a quick drive from town. Amenities here include a playground and a picnic area. Another family-friendly pick where you can swap the urban jungle for open spaces is 16 Flakeyard Way - Four Bedroom House. WiFi and a patio help make this 3.5-star cottage a traveler favorite. After checking in and chilling out together in your comfy new digs, it's time to head out and explore the sights. Nauset Beach and Skaket Beach are top family-friendly attractions in Orleans.

Why book your cottage in Orleans with Expedia?

We think that traveling should be easy, so if you're looking for cottages in Orleans at a competitive rate, Expedia has you covered. Save cash and stay in a thrifty option far from the rush of the city, or splurge on a 5-star cottage to pamper your favorite people.

How can I find cheap cottages in Orleans?

With Expedia's user-friendly filter tool, comparing cheap cottages in Orleans couldn't be simpler. To discover properties that'll make your bank balance smile, fine-tune your search results by amenities, budget and star rating.

What is there to do in Orleans near my cottage?

Whatever you love doing, Orleans has plenty to keep you on the move. Cape Escape Adventure Golf, Academy Playhouse and Orleans Historical Society Meeting House Museum are on many travelers' sightseeing itineraries. You shouldn't miss Jonathan Young Windmill, Addison Art Gallery and Skaket Beach either. With Expedia's Orleans hotel deals, you'll be able to discover even more neat attractions like these with the cash you save.

Search Orleans Cottages

Bundle & Save

OneKeyCash

Upfront pricing

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Orleans cottages

1. Seaside Escape-Art-filled 2 Bd on Town Cove

2. The Breeze on Minister's Pond

3. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

4. Cottage Getaway walk to beach

5. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

6. Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants

7. Cozy, vacation home in a charming duplex cottage

Learn more about Orleans

Top reviews in Orleans

Nauset Beach Inn

10/10 Excellent

Frequently Asked Questions

How much do cottages in Orleans cost?

What are the best cottages in Orleans?

How many cottages are there in Orleans?

Are there any family-friendly cottages in Orleans?

Why book your cottage in Orleans with Expedia?

How can I find cheap cottages in Orleans?

What is there to do in Orleans near my cottage?

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