Places to stay in Orleans, MA

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Orleans, MA place to stay
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774 Best places to stay in Orleans, MA

Best Orleans, MA lodgings with a pool

Among the 774 accommodations in Orleans, MA, here are the 4 best ones with a pool

Exceptional Mid-cape Oasis With Many Amenities! - Orleans, MA
9.6 23 reviews
Orleans, MA
26/06 – 02/07
SG$2195/nighttotal: SG$13170 (6 )

Exceptional Mid-cape Oasis With Many Amenities!

4 4
apartment , Harwich
This apartment is ideally located in Harwich, just 16km from the charming town of Chatham and 48km from Provincetown. The property has excellent user, location, and cleanliness ratings, indicating a high-quality stay.
This spacious home has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. The apartment offers a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and parking, ensuring a relaxing and enjoyable stay.
Oakwood Trail Cottage - Orleans, MA
Orleans, MA
24/08 – 26/08
SG$1177/nighttotal: SG$2354 (2 )

Oakwood Trail Cottage

1 4
house , Eastham
Accommodation. This accommodation is located in Eastham.
Facilities and services: free parking, a barbecue and a swimming pool. This house also has air conditioning!
Charming 2nd-floor Retreat With Balcony View - Orleans, MA
9.3 37 reviews
Orleans, MA
24/08 – 26/08
SG$833/nighttotal: SG$1666 (2 )

Charming 2nd-floor Retreat With Balcony View

2 4
apartment , Brewster
This two-bedroom apartment is located in Brewster, a historic town on Cape Cod, just 2.3 kilometres from Ellis Landing Beach and within walking distance of the Ocean Edge Resort Golf Course.
The apartment features a kitchen with a fridge, microwave oven, and dishwasher, as well as access to the resort's pool, fitness centre, and tennis/pickleball courts (with a daily fee).
Ocean Edge Resort/pool Access/2bedroom-2bath Condo - Orleans, MA
10 88 reviews
Orleans, MA
24/08 – 26/08
SG$1132/nighttotal: SG$2264 (2 )

Ocean Edge Resort/pool Access/2bedroom-2bath Condo

2 4
apartment , Brewster
This newly renovated two-bedroom townhouse is situated within the Ocean Edge Villages, a gated community in Brewster, just a short distance from the golf course, beaches, and the bike rail trail. The property offers a fully equipped kitchen with granite countertops and new Samsung appliances, a private patio with a Weber grill, and access to the resort's pools, hot tubs, and gyms.

Best family friendly Orleans, MA lodging

Among the 774 accommodations in Orleans, MA, here are the 4 best for families

Peaceful Retreat On Chilton Lane - Orleans, MA
Orleans, MA
03/08 – 07/08
SG$828/nighttotal: SG$3312 (4 )

Peaceful Retreat On Chilton Lane

2 3
house , Brewster
This Brewster holiday home, situated on Chilton Lane, is 2.1 kilometres from Ellis Landing Beach and 24 kilometres from Cape Cod Gateway Airport.
The 87-square-metre property boasts two bedrooms, two bathrooms, sleeps nine guests, and includes a swimming pool, Jacuzzi, tennis court, and on-site restaurant and bar.
4-bedroom Vacation Home Less Than 1 Mile To Nauset Beach, Ac, Fire-pit - Orleans, MA
9.2 15 reviews
Orleans, MA
02/09 – 10/09
SG$914/nighttotal: SG$7312 (8 )

4-bedroom Vacation Home Less Than 1 Mile To Nauset Beach, Ac, Fire-pit

4 4
apartment , Orleans
This spacious four-bedroom house is situated in East Orleans, a short drive from the beaches of Cape Cod, Cape Cod National Seashore, and Nauset Beach.
The 186 square metre property sleeps nine guests and boasts a fully equipped kitchen with a lobster pot and grill, plus amenities including free Wi-Fi, a washer/dryer, and beach loungers and towels.
Harwich Escape  Deck, Firepit & Near Beaches - Orleans, MA
Orleans, MA
25/06 – 30/06
SG$1108/nighttotal: SG$5540 (5 )

Harwich Escape Deck, Firepit & Near Beaches

3 2
apartment , Harwich
This 152 square metre holiday home in Harwich offers three bedrooms and two bathrooms, accommodating up to eight guests and is conveniently located 700 metres from Pleasant Road Beach, with easy access to local dining and shops in Harwich Port.
This family-friendly property boasts air conditioning, a well-equipped kitchen with a dishwasher, and a private garden with a deck and gas grill, providing ample space for relaxation and outdoor activities, including proximity to Sand Pond and the Cape Cod Rail Trail for further adventures.
Beautiful Home In Orleans. Park, Beach, Lake & Ocean.  Telsa Charge - Orleans, MA
10 14 reviews
Orleans, MA
24/08 – 26/08
SG$3790/nighttotal: SG$7580 (2 )

Beautiful Home In Orleans. Park, Beach, Lake & Ocean. Telsa Charge

7 4
apartment , Orleans
This seven-bedroom house is located on a river in Orleans, just 0.16 kilometers from Nickerson State Park and within 5 kilometers of Orleans Bowling Center, Stony Brook Grist Mill, Skaket Beach, and Jonathan Young Windmill. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The house comfortably accommodates up to 26 guests and features a fully equipped kitchen, a garden, barbecue grills, and a terrace. Guests can enjoy stunning river views, relax in the tranquil surroundings, and explore the diverse ecosystem of Nickerson State Park, all within easy reach of Orleans' attractions and activities.

Frequently asked questions about accommodations in Orleans, MA

  • How can travelers reach Orléans, MA?

    The easiest way to get to Orleans is by car, as it's about 100km from Boston. You can also take the train to Hyannis and then a bus or taxi to Orleans. Cape Cod Regional Transit Authority operates a bus service that connects Orleans to surrounding towns.
  • What are the best accommodations in Orleans, MA?

    Among the accommodations in Orleans, MA, Olde Tavern Motel And Inn - Cape Cod, Rodeway Inn Orleans - Cape Cod and Skaket Beach Motel are the most popular ones.

  • What outdoor activities can visitors enjoy in and around Orléans, MA?

    Orleans is a haven for outdoor enthusiasts! You can go swimming, sunbathing, or surfing at Nauset Beach. There are also plenty of hiking trails in the area, including the Cape Cod Rail Trail. If you're feeling adventurous, try kayaking or stand-up paddleboarding in the bay.
  • What are the best accommodations with a pool in Orleans, MA?

    Olde Tavern Motel And Inn - Cape Cod, Rodeway Inn Orleans - Cape Cod and Skaket Beach Motel are the best accommodations with a pool in Orleans, MA.

  • When is the ideal time to plan a trip to Orléans, MA?

    The best time to visit Orleans is during the summer months, from June to August, when the weather is warm and sunny. However, if you're looking for a quieter experience, you can visit in the spring or autumn. The shoulder seasons offer pleasant weather and fewer crowds.
  • What are the best accommodations with a jacuzzi in Orleans, MA?

  • What are the best walking or cycling routes in Orléans, MA?

    The Cape Cod Rail Trail runs through Orleans and offers a scenic 40km path for walking or cycling. For a shorter walk, you can explore the historic district of Orleans, which is lined with charming shops and restaurants. The beachside path along Nauset Beach is also a lovely option for a leisurely stroll.
  • What are the best accommodations for families and kids in Orleans, MA?

    The best accommodations for families and kids in Orleans, MA are Rodeway Inn Orleans - Cape Cod, Skaket Beach Motel and Cozy Corner.

  • What nearby towns or cities can be explored from Orléans, MA?

    Orleans is a great base for exploring the Cape Cod region. You can easily visit nearby towns like Chatham, Harwich Port, and Provincetown. For a day trip, consider heading to Boston, which is about a 2-hour drive from Orleans.
  • What are the best pet friendly accommodations in Orleans, MA?

  • What amenities can travelers expect from accommodations in Orléans, MA?

    Orleans offers a range of accommodation options, from cozy bed and breakfasts to comfortable hotels and motels. Many accommodations provide amenities like swimming pools, hot tubs, and breakfast. You can also find vacation rentals with kitchenettes or full kitchens, perfect for families or groups.
  • What are the best accommodations with parking in Orleans, MA?

    Olde Tavern Motel And Inn - Cape Cod, Rodeway Inn Orleans - Cape Cod and Skaket Beach Motel are the best accommodations with parking in Orleans, MA.

Destinations nearby

Best Orleans, MA accommodations with a balcony

Charming Retreat Near The Ocean With W/d, Games, & Trails - Orleans, MA
10 4 reviews
Orleans, MA
26/06 – 02/07
SG$1306/nighttotal: SG$7836 (6 )

Charming Retreat Near The Ocean With W/d, Games, & Trails

5 4
apartment , Eastham
This five-bedroom Eastham holiday home offers direct access to the Cape Cod National Seashore and is a short walk to the beach and the Cape Cod Rail Trail, ideal for cycling and walking.
This 190 square metre property accommodates up to ten guests with four bathrooms, a well-equipped kitchen including a dishwasher, and a screened porch, alongside outdoor games and a deck with a grill for entertainment.
Pleasant Bay Village Resort - Orleans, MA
9.6 407 reviews
Orleans, MA
25/06 – 30/06
SG$760/nighttotal: SG$3800 (5 )

Pleasant Bay Village Resort

1 2
resort , Chatham
The Pleasant Bay Village Resort is located in Chatham, Massachusetts, just 4 kilometres from the Chatham Railroad Museum and 3.2 kilometres from the Chatham Municipal Airport. The resort is a 4-star property that has received excellent user ratings for its location, cleanliness and overall experience.
The resort offers spacious rooms with floral décor and private patios. Guests can enjoy a range of amenities including a seasonal outdoor pool, hot tub, game room, playground, free Wi-Fi, laundry facilities, a fitness centre, a restaurant and room service.
Modern Fairway Condo With Open Layout, Private Patio, Ac & Washer/dryer - Orleans, MA
Orleans, MA
24/08 – 26/08
SG$959/nighttotal: SG$1918 (2 )

Modern Fairway Condo With Open Layout, Private Patio, Ac & Washer/dryer

2 4
apartment , Brewster
This garden-level condominium is located in Brewster's Ocean Edge Resort community, adjacent to a golf course and within a short drive of local beaches, shops, and restaurants.
This 87 square metre apartment offers two bedrooms and two bathrooms, accommodating up to six guests with a renovated kitchen, in-unit laundry, and air conditioning, while being conveniently situated minutes from the Cape Cod Rail Trail for cycling and walking.
2nd Floor Cottage, Oceanview, Deck, Shared Grill, & Outdoor Shower - Orleans, MA
9.6 38 reviews
Orleans, MA
03/08 – 07/08
SG$905/nighttotal: SG$3620 (4 )

2nd Floor Cottage, Oceanview, Deck, Shared Grill, & Outdoor Shower

3 3
apartment , Orleans
This upper-level Cape Cod cottage in East Orleans offers direct, walkable access to Nauset Beach, eliminating parking issues, and is a 1.6 to 2.4 kilometre drive from the Cape Cod Rail Trail.
This 103 square metre flat, accommodating up to six guests across three bedrooms and one bathroom, features a kitchen with a fridge and microwave, air conditioning, a terrace/balcony, and is situated a short walk from Orleans shops, dining, and attractions like the Orleans Bowling Centre.

Best Orleans, MA accommodations with a kitchen

Beautifully Renovated Second-floor Condo - Orleans, MA
Orleans, MA
25/06 – 30/06
SG$355/nighttotal: SG$1775 (5 )

Beautifully Renovated Second-floor Condo

1 2
apartment , Brewster
This newly renovated one-bedroom flat in Brewster is located within the Ocean Edge Resort, offering proximity to the Cape Cod Bay shoreline.
This accommodation provides a queen bed and sleeper sofa for up to four guests, a fully equipped kitchen with new appliances, a recently updated bathroom, and year-round comfort with heating and air conditioning, all complemented by complimentary parking.
Bright 3 Bdrm 2 Bath On Bike Trail, 5 Min To Beach - Orleans, MA
9.1 7 reviews
Orleans, MA
25/06 – 30/06
SG$764/nighttotal: SG$3820 (5 )

Bright 3 Bdrm 2 Bath On Bike Trail, 5 Min To Beach

1 2
apartment , Brewster
This Brewster holiday home sits on a quiet cul-de-sac, a short walk from the Cape Cod Rail Trail and under 5km from Brewster's beaches.
The three-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, air conditioning, a garden with patio, fire pit and barbecue, plus bikes and beach toys for guest use.
Seaside Charm! Perfect Getaway - Orleans, MA
Orleans, MA
03/08 – 07/08
SG$1132/nighttotal: SG$4528 (4 )

Seaside Charm! Perfect Getaway

1 3
house , Eastham
This Eastham holiday let is situated 4.5 kilometres from Wellfleet Bay Wildlife Sanctuary and 4.7 kilometres from Nauset Lighthouse, with Campground Beach a 16-minute walk away.
This one-bedroom cottage, accommodating up to 11 guests, offers 111 square metres of living space with air conditioning, free WiFi, free private parking, and a fully equipped kitchen.
East Orleans Aerie Between 2 Ocean Beaches! - Orleans, MA
9.9 32 reviews
Orleans, MA
24/08 – 26/08
SG$1480/nighttotal: SG$2960 (2 )

East Orleans Aerie Between 2 Ocean Beaches!

3 4
apartment , Orleans
This apartment is located in a quiet residential neighbourhood in Orleans, just a short walk from conservation trails and a small beach at the harbour cove. It's also only a few kilometres from Nauset Beach, Skaket Beach and other attractions, and has received excellent ratings for location, cleanliness and user experience.
This three-bedroom, two-bathroom property can comfortably accommodate up to seven guests. It features a unique upside-down design with bedrooms on the first floor, a spacious and serene setting on over an acre of land, and a fully equipped kitchen with everything you need to cook meals. There's also a large TV, Wi-Fi, a cosy reading corner, two decks with stunning views, and a range of on-site activities including ping pong, cornhole and bocce.
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