Vacation Rentals

 Vacation rental by Maguire's Landing

South Wellfleet, Cape Cod, MA 

comments and reviews
P.O. Box 937, South Wellfleet, Cape Cod, Massachusetts 02663

or call 508-349-3959

New for 2015! Cliffside now has unlimited cable Internet access and cable TV with voice activated remote control, and free phone calls nationwide and to Canada.

This three bedroom, one bath cottage has been recently remodeled and is very comfortable.

Two of the bedrooms each have one queen size bed.  The third bedroom has two twin (single) beds.  Each bedroom has a ceiling fan with an overhead light.

Each room in this cottage is heated
by a central, hot-air furnace. In addition, Cliffside is fully insulated and has all new windows making this cottage perfect for off-season rentals.

There is one bathroom with a large shower.  There is also an enclosed outdoor shower (with hot water) and a seating area. The water is heated by a tank-less, on-demand water heater (very energy efficient). The nicely equipped  kitchen has a 4 burner stove with oven and broiler, full size refrigerator, stainless steel sink, dishwasher, microwave oven, toaster, coffee maker, pots and pans and dishes.

The fully furnished living room is complete with a cathedral ceiling, skylights, ceiling fan, fireplace, flat-panel TV with built-in DVD player, a small movie library, sofa, chairs and dining area.

Outdoors by the cottage, there is a charcoal BBQ, picnic table and on the back there is a clothesline and a bike rack.. Nearby, we have a building with coin-operated washers and dryers.   There is off street parking for two cars at the cottage.

Located on the corner of Wilson Avenue and Ocean View Drive, Cliffside is about 325 steps from the top of the dune that leads down to the ocean beach at LeCount Hollow.  This cottage is pet friendly in the Spring and Fall only for an additional pet fee. No pets allowed during the summer months, sorry. This is a non-smoking cottage and it rents from Saturday to Saturday in season with a weekly price that ranges from $1,000.00 to $2,500.00. Stays shorter than a week are sometimes possible in the Spring or Fall. Call or email us for details.

See Google's "STREET LEVEL VIEW" of Cliffside cottage.

To begin the reservation process, click on the "Reservation Request" button on this page and complete the form at the bottom of the next page that appears.  We will then contact you with the terms of your reservation.  You will then need to reply to us, agreeing to those terms, before we can hold the cottage for you.

Cliffside is a great cottage in a great location.  But don't take our word for it.
Below are unedited reviews written by past renters.

“While sitting on the front porch, my stress and worries drifted away.”
5 of 5 stars
We have been taking vacations, long weekends, and enjoying quick get aways to The Cape for about twenty years and never experienced the exceptional treatment as we did at Surf Side Cottages. After speaking with Armand the property manager, we realized we had found our home away from home. Armand and his wife Lisa manage the Cottages and work so hard making sure your every need is met. They work long hours making sure their guests are completely satisfied. Our stay at Cliffside was perfect. We loved everything about the cottage. The owner's take such care about detail. The decor is absolutely lovely, clean, inviting and totally relaxing. I did not want to leave!!! And that's the truth. I could have done nothing but enjoy my surroundings and go home completely satisfied. And, Armand was so caring and concerned with our being happy. It was so nice to have someone so sweet and attentive. If you have an issue, they are on call. Pleasant and extremely knowledgeable they will steer you to all the best places to eat, play and explore. There really is so much to do, but if you just want rest and relax is right here at Surf Side. We walked the beautiful beachs and trails, ate at delicious restaurants, shopped the interesting stores and chilled in our cozy and comfortable cottage. We were able to bring our best companions Rocky and Ricky and they loved every minute of our vacation with us. We had a rough year in 2013 and anticipated some time away. We were not sure we could take the time, but we made a decision to stay at Surf Side because Armand and Lisa were so wonderful and accommodating that we just went with it.....and we are so very happy we did. We have great memories and already booked for next Spring and Fall. All we can say is give Surf Side a try you will be hooked just like us. --Phyl and Pat, Somers, NY

“Life is Good!”
5 of 5 stars
Cliffside allows you to slow down and enjoy the little things that make life special. This was our second stay at Cliffside and we hope there will be many others. We love this cottage. Wonderful kitchen with delightful yellow dishes, comfy beds, cozy decor, lots of light via all the windows and skylights, fireplace for chilly evenings and an extra shower outdoors for sandy toes. Didn't use the available internet and glad there is no tv. Lots of family games and books to enjoy! Great little walk to the beach. The multitude of songbirds in the pines surrounding the cottage will make sure you don't miss the sun rising over the ocean. Location is close to everything on the Cape. Spending time away from Cliffside can be difficult though. A second coffee in the screened in porch makes you want to linger all day. Armand and Lisa make you feel right at home when you arrive and are always happy to recommend local restaurants, provide assistance and ensure your stay is perfect in every way. East coast hospitality at it's very best! If you want to step away from the hurried pace of everyday life, then Cliffside is the place to relax! --Ferguson family, Ontario, Canada

“Quintessential Beach Cottage steps from the seashore”
5 of 5 stars
Cliffside Cottage was a perfect fit for our group during our last stay. The space was great, warm living/fireplace area, full kitchen, comfortable bedrooms... and of course bike racks and an outdoor shower. The location couldn't be better. A few steps from Lecounts, or a quick bike ride to Marconi, White Crest or Cahoon Hollow beaches. We rode our bikes into Wellfleet Center each day. And the management was great, completely accommodating, from my first emails about availability, to checking in and for the duration of our stay. For the true Cape Cod beach cottage experience, I highly recommend a stay with Surfside Cottages. --Paul, Massachusetts

“My whole family under one time ever!”
5 of 5 stars
Although this cottage is a little on the small side, it worked perfectly for us! Our daughters came from California, bringing two very special grand children and our son came from Vermont. It was the perfect family reunion! The cottage is adorable and extremely comfortable. You must take advantage of the outdoor's awesome! --The Crowle family, CT

“Great for kids - even toddlers!”
5 of 5 stars
We stayed for 4 nights at Cliffside with our 3 year old twins and had the best experience. The agents were really flexible and welcoming - making sure we had everything we needed. The cottage is a short walk to the beach, and we basically had the beach to ourselves the whole time (I guess the advantage of going in May!). When we had enough of building sandcastles, we found it very easy to drive to the little towns along the Cape for afternoon trips. We really liked Provincetown as a good mix of adult entertainment (shopping) and toddler entertainment (beach, tower to climb) even when it rained. We also loved the Zooquarium in Yarmouth and the Museum of Natural History in Brewster. Overall this was a fabulous cottage in a great location. Oh, I would just remind you to bring along Dvds to watch, we forgot so we read the books that were in the cottage. --Happy Punter, NJ

“Don't read this”
5 of 5 stars
Internet reviews are a double-edged sword: on one side we want to rave about Cliffside cottage in Surf Side Colony because it is a 60's gem lovingly restored and updated without losing sight of the original "cottage" appeal, and on the other we want to keep it a secret, all to ourselves. Armand and Lisa warned us about the danger of staying there and perhaps becoming honorary "Cape Codders." We needed no warning. We've been staying at the Colony since 1961, and the family that now owns Cliffside has succeeded in bringing us back to those wonderful, sand-filled early years of beaches and wood fires and striped bass and shells, when things seemed easier, and a rainy-day trip to shop in Orleans was magical. We'll be back next year, and don't even think about renting for our weeks. Take whatever time you can get of this cottage. We promise, you'll come back. --The Longhi Family, Massachusetts

“This is a very enjoyable cottage.”
5 of 5 stars
This place is so nice to come home to after a day at the beach, a bike ride, or a rainy day out shopping. The kitchen is great, the beds are comfortable, and it is very clean. We loved that it is updated. It feels really good inside. Just ashort walk to an amazing ocean beach. We had a wonderful week with our family. The property managers are wonderful, too. They are very helpful. We will definitely be back. We found our yearly family vacation destination. --Family of 4, NY

“great place”
5 of 5 stars
A so peaceful place close to the beach . A pretty cosy lodging - everything is perfect and a friendly staff . I will come back !! --A reviewer from France

“Quaint and beautiful cottage steps from beach”
5 of 5 stars
Going to this cottage was the perfect get-away for us. We were all very comfortable there, especially so because it has been updated and very tastefully decorated--looked professionally done. Kitchen was very well stocked with cooking gadgets, and living room was comfortable and cozy. There's no cable, but you can watch movies on a tv and there are several board games available. And best of all, the cottage is just a very short walk to the beach. Definitely a great place to stay. Enjoy! --Shazie, MA

“Cozy getaway”
5 of 5 stars
This cozy cottage is very comfortable (to include good beds) and is well stocked. The owners have done a nice job redecorating and providing for all of your needs. I would definitely consider another stay here. Additionally, the property manager, Armand, and his wife Lisa are most welcoming and helpful which makes a big difference especially during your first visit. --Susan, Florida

“Wonderful Cabin”
5 of 5 stars
In May, 2009 we stayed in Cliffside Cottage, one of the many at Surfside Cottages, in the Cape Cod National Seashore in Wellfleet, MA. We were delighted to find that it was modern and extremely clean. It has an outdoor shower, comfortable and spacious living space, and a well - equipped kitchen with all one would need for preparing and serving meals. Its proximity to beaches and other major points of interest in the area added to its appeal. The friendliness, courtesy, and personal attention of the property managers ensured that we had a memorable stay. We would highly recommend this cottage to anyone. --"The Traveling Twins," Massachusetts

Click or tap on the images below for a larger view:

Cottage availability and rates can also be found on the Reservation Request Form

Reservation request

or call 508-349-3959

2015  Rates
8/29 to 9/04 9/05 to 9/11 9/12 to 9/25 9/26 to 10/31
$1,800/week $1,500/week $1,200/week $1,000/week
$300/night weekly only   $175/night

Rates do not apply to Holiday and Festival weekends.

This Availability Calendar was last updated on


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Re-open April 1


2016  Rates
4/1 to 4/29 4/30 to 5/27 5/28 to 6/10 6/11 to 6/17 6/18 to 6/24 6/25 to 7/8 7/9 to 8/19 8/20 to 9/2
$1,000/week $1,100/week $1,200/week $1,750/week $2,125/week $2,400/week $2,500/week $2,400/week
$150.00/night $175.00/night weekly only weekly only weekly only weekly only weekly only weekly only

9/3 to 9/9 9/10 to 9/30 10/1 to 10/31
$1,575/week $1,375/week $1,100/week
weekly only weekly only $160.00/night

Rates do not apply to Holiday and Festival weekends.

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Re-open in April

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Surf Side Cottages | P.O. Box 937 South Wellfleet, MA 02663 | Phone: 508-349-3959

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