Wayland Rentals

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1,499 Houses

Classic, Quiet, Private Dennisport Cottage

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Perfect Cape Cod Vacation Cottage” We just returned from our week-long stay at this beautiful, immaculately clean cottage. We fell in love with it online, and it certainly did not disappoint! I can honestly say that there was not one thing lacking from this home. Everything we needed was included; just bring some food and a bathing suit and have a great time! The cottage was the perfect size for our family of four, and the family and friends that joined us on the beach for a day all loved the coziness and décor as much as we did. The ocean is a short walk away, but we bought a parking pass for the week, and were happy that we did. Although we did not explore as many different beaches as we thought we might, it was so convenient to have the pass and be able to pack all our things in the car, drive down to Inman Beach, and have the option to make quick (5 minute) trips back to the house for extra drinks/snacks, bathroom breaks, etc. Parking was never an issue at Inman, so there was no concern about losing a spot. Also, don’t miss out on picking up some steamers from George’s Fish Market. We ate them on the back deck after long days on the beach – perfect and delicious! We can’t wait to return next summer, thank you Lynn and Mark for sharing your home with us!

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$286

114 Long Pond Rd

Marstons Mills house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$210

Home Away From Home

South Dennis cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“South Dennis House” The house we rented was perfect for my family. My girls were happy they each had their own bed! The house had everything we needed. We enjoyed the short travel time to all of the Dennis area beaches. The owners were very friendly and helpful. We had a wonderful time.

Responds fast! avg. 2 hours 18 minutes

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$245

Quiet 'Sconset Cottage

Siasconset house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$575

Chatham Cape Cod Vacation Rental (13059)

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$586

368 Central Avenue 128232

Falmouth house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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$429

Across from Mayo Beach walk to downtown!

Wellfleet house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$120

Topside MainHouse

South Orleans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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$1,225

Nantucket Colonial Abuts Conservation Area

Nantucket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$1,373

On the bay in Wellfleet - walk to water!

Wellfleet house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$122

Dennis Port walk to beach!

Dennis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

“Adorable beachy cottage” Wonderful little cottage. Comfortable slept 4 of us, all the conveniences of home but must bring your own linens/towels/washcloths. Great location, walk to beach, good restaurants. Fireplace provided good heat.

Responds fast! avg. 1 hour 21 minutes

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$229

Treetops - Large House and Private Haven in Centerville Near Craigville Beach

Centerville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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$572

357 Phillips Rd

Sagamore Beach cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$150

26 Cran Wood Road 132098

Harwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$357

6 Beachway Road

East Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$200

Across from Mayo beach walk to downtown!

Wellfleet house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$124

Quintessential Cape Cod Vacation Home in N.Chatham

Chatham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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$778

343 Phillips Rd

Sagamore Beach cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

“Beautiful ocean front cottage” Just a small walk to a private beach. You do not have to sit in hours of traffic to go over the bridge to enjoy being at the cape.

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$270

Glendon Beach Cottage #97 100 yds to the beach

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 8 minutes

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$201

Waterfront with Amazing views! Dog Friendly!

Eastham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$114

Unit 11 37246

East Orleans cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great location” We have rented this home or the adjoining big house every summer for over 25 years. We love the location and the owner takes great care of this property. This particular cottage is modest in size as well as amenities, but it is always clean and well kept. When we did have issues, the owner was very quick to react.

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$150

47 Williams Road 138173

West Yarmouth log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$214

Waterfront, Amazing Views! Dog friendly!

Eastham house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$84

Fish or boat directly off our shared dock!

Eastham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$94

South Chatham Cape Cod Vacation Rental (2400)

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$429

Chilmark Farmhouse with access to Hancock Beach

Chilmark house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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$714

Glendon Beach Cottage #95 100 yds to the beach

Dennis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Long Weekend” Great location to beach and local places to eat and drink. Easy access to the rest of the Cape. Pet friendly was a plus. The only downer was it stated it slept 6 but only room for 4, this made for some unhappy campers

Responds fast! avg. 8 minutes

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$201

Vineyard House - South Beach Down The Street

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$343

45 Purmackene 125298

South Harwich house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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$236

1 bedroom condo-just steps to the beach

Dennis Port house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Very cute condo close to beach” I stayed at 194 Captain Chase #8 for a week in August 2015. The condo is very cute and spacious. What I liked best: Location, location location! I love Dennis Port - you are centrally located and it isn't far for a ride up to Provincetown, Chatham, or Hyannis. You are close to the Bay beaches or the National Seashore.There are plenty of restaurants (that you can order out from), pizza places, the Dog House and Sundae School (for ice cream) is right up the road. Glendon Road Beach is a very short walk so making the trek with chairs, a cooler, and a beach bag was not an issue. (and you save yourself a parking fee). The Del Ray Beach Club is very quiet which I liked and after a day at the beach, relaxing by the pool was very nice. The condo was very cute and just like the pictures. The bedroom is very spacious; plenty of room to hang your clothes. Having two bathrooms was wonderful. The living area is also spacious. We had one of the couches made into a bed the entire stay - but still had another couch to sit on to watch TV. The owner has provided some board games, DVD's, and books - even two beach chairs! It was hot the entire week so we made use of the air conditioning. My only issue during the week was trying to cook on the stove. I set off one of the smoke/fire alarms and it took awhile for them to stop beeping. I ended up not using the stove the rest of the week. Overall this rental is ideal spot for a week out at the Cape. I recommend it for a couple, or a couple with young children.

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$129

17 Center Place 18374

Orleans cottage

  • 2 bedrooms
  • sleeps 4

“Had a wondrful August.” Our stay at 17 Circle in Orleans was wonderful. The cottage is small, but the location on Borland pond in Orleans is wonderful. You are close to everything in Orleans, but far enough away from the hustle and bustle. We really hope that the owner rents the cottage again in 2010. The coattage is nicely appointed. The only amenity missing is a clothes washer/dryer.

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$114

244 Phillips Rd

Sagamore Beach cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$170

Barnstable Village Private Pool

Barnstable house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

“Great place to stay” The home was clean and well maintained. The pool was a huge hit with my niece and the rest of the family. We were in a great location, close to a beach, some shops and restaurants.

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$456

6 Bayberry Way 18591

East Orleans house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

“Setting on a salt water pond was special” House was impeccable and comfortable. The setting was worth athousand words. At Christmas the owners even put up Christmas lights on the deck overlooking the pond. The kitchen was well equipped except not enough wine glasses. Any maintainance problems were quickly solved. It could have had cozier carpeting and better lighting for reading. Other than that, the decorating was simple and in good taste.

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$314

Delightful home in a secluded neighborhood on a quiet street.

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$171

South Chatham Cape Cod Vacation Rental (4642)

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$429

Cape Cod 2 Bedroom Cottage 100 yards to the Beach

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Pinch me I think I am in heaven.” 99 Glendon Road was a wonderful place to spend our vacation with my husband and our 2 teenagers. It was so nice to walk to beach. Also, the Hog Dog Place and pizza restaurant at the end of the street is perfect.

Responds fast! avg. 1 hour 21 minutes

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$315

3bd 2 bath steps to private association beach

Dennis Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Beautiful Location” Loved the house and will stay again in this location House was decorated beautifully. Very clean and a the beach was clean and lovely . Short distance to shops , restaurants and activities

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$621

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