V.I.P. Real Estate Since 1982 Sales & Vacation Rentals 508-349-6407

Vacation rentals Page ONE
Home Page click here! | WELLFLEET, TRURO & all Cape Cod FOR SALE CLICK HERE | Click Here for Vacation Rentals Page 1 | Click Here for Vacation Rentals Page 2 | Click Here for Vacation Rentals Page 3 | Click HERE for Pictures of Wellfleet | Beautiful pictures of Wellfleet and Truro | PROPERTIES VIP SOLD

Search yourself and email or call us.
OR email us with your wish list and we will email you every rental that fits your needs.
Simply tell us    
 1. Town preferred    2.  # of occupants    3. Price range. 
 4. Vacation dates.
 We can take it from there!
We will email you ideas! *As of 1/1/19 add on applicable State and Local fees and taxes to rental amount.
LET VIP "OPEN THE DOOR" TO YOUR NEXT VACATON RENTAL....Plan NOW for your Happy Vacation in 2019


                         Email   Heather                           VIPWellfleet@gmail.com

Did you Hear?  Wellfleet's Mayo Beach was voted in the
 TOP 10 Beaches
by Trip Advisor the world's largest online travel community!

Wellfleet Ocean ,Bay & Ponds in between

beach roses....


M1 S. Wellfleet Sleeps 6 located about 3/4 of a mile from the entrance to Marconi Ocean Beach, or just yards from the Bay's Blackfish Creek where you can take your kayak, and go out beyond Old Wharf Point. Or, enjoy seeing sunsets over the water by strolling from the house down the road to the point. Rooftop deck with seating offers peeks of water, or stargazing on summer nights. All three bedrooms have air conditioning, 2 baths.
Screened porch, enclosed outdoor shower, furnished deck with gas grill, wifi, washer and dryer are more features. 3/4 mile to the Cape Cod Rail Trail, a delight for bicyclists.  Summer 2019 $1400-$2000/wk Contact V.I.P. Real Estate for more photos and information.

Screened porch, decks
Air conditioned, gas grill ID# M1

Near Wildlife Sanctuary at Blackfish Creek
Explore, wade, kayak!

Eastham, swim, play, bring kayaks, canoes
Sleeps 8 Vacation Rental. 2019 ID# M2

Ah....summer vacation...
Central air conditioning, wifi, sleeps 8

M#2  Eastham-On Herring Pond and near the bike path. Swim, sunbath, kayak or fish from this 2500 sq. ft. well equipped lovely home with 4 bedrooms, 3.5 baths and views of the pond from most rooms. Enter via porch into open hardwood floor living area with dining beyond and water views from the many windows. To right is kitchen with views, and door opens to furnished deck. Back inside off of hall is a half bath, then a large suite with pond view king bed, shower bath with double sinks. Upstairs are two more bedrooms with water views, and a bath. Den on lowest level has three sets of sliders opening out to yard and pond, plus another suite with queen bed. Central air, and wifi (sleeps 8)Summer 2019  $3500-$4600wk, Contact V.I.P. Real Estate for more pictures and information.

Living room
French doors open to deck

5 Bedrooms Sleeps 10, large yard
Wellfleet convenient to village 2018 #M3

M#3  Wellfleet-Well equipped home with 5 bedrooms, sleeps 10. Located on a side road  beyond downtown,  but still convenient to the village. Internet access, outside shower, two decks, spacious and level back yard, gas grill and charcoal grill, den stocked with games, spacious kitchen with granite countertops and dining area, living room with French doors leading out to one of two decks; the other deck is in the back.  One bedroom on first floor, four others upstairs and a bath on each floor.  Plenty of parking. $2100-$3100/wk summer 2018.  Contact V.I.P. for more pictures and information.

Wellfleet spacious home
ID # M4 About a mile to downtown

Open living dining kitchen area
Accommodates 9 people

M#4  Wellfleet-Trotting Park Contemporary sleeps 9 with 4 air conditioned bedrooms, two and 1/2 baths, plus study, and an enclosed outdoor shower. Enter into foyer with study to left, half bath to right, open living, dining, kitchen area beyond. Door opens to furnished deck, with enclosed outdoor shower, and gas grill. Upstairs are three bedrooms, one has a king sized bed, and a full bath. Enter exterior door of garage on right, and take stairs up to another separate bedroom with it's own full bath. Home is equipped with wifi, flat screen cable tv, dishwasher, washer and dryer, fireplace, games, and ping pong table in the garage. $1800/wk-$2800/wk  Summer 2018
 Contact V.I.P. Real Estate for more pictures & information

South Wellfleet Drummer Cove cottage
There's the cove! ID # M 5

Wellfleet Sleeps 5 Waterviews
Come visit and see!

M#5  South Wellfleet Bay side Drummer Cove  lovely views from this three bedroom one bath 100+ year old cottage, with enclosed outdoor shower, and internet access. Sleeps 5 people. Relax in the sun room with cove views, lounge on the deck or have a BBQ in the yard.  There is an ocean swimming beach 1.2 mile away. Convenient to PB Boulangerie, and bike path. $1950/wk Summer 2019. Contact VIP Real Estate for more pictures and information.

Truro on a small lane to Bay for swimming
Sleeps 8. Vacation Rental 2019 ID# M 6

TruHaven Beach Access
Bay down the road from this home

M#6 Truro 3 bedroom 2 1/2 bath(sleeps 8) Cape contemporary with lovely screened porch cooled by ceiling fan. Cathedral ceiling in living room, separate rec room with second TV in walk out basement. Situated on over an acre with pretty landscaping on a gravel road about 1/3rd of a mile to the association Bay Beach for people residing on this street only. Staircase down the dune leads you to the beautiful bay beach facing toward Provincetown. Ceiling fans in all bedrooms, plus the dining room featuring a landscape mural. Furnished deck and enclosed outdoor shower add to this well equipped gem with many other amenities, including wifi. This home is nicely decorated and furnished.  A pretty homesite. Summer 2019 $1850/wk-$2350/wk. A special home to relax and unwind in while your enjoying all the Cape has to offer! Contact VIP Real Estate for more pictures and information.

Treat yourselves!
Massachusetts Audubon Wellfleet Bay Sanctuary Views

Blue ribbon ebb and flow to Bay
70 foot deck, central air conditioning, wifi

M#7 Wellfleet-Expanded 3600 sq. ft. 4 bedroom, 3.5 bath Cape  with 70 foot deck overlooking a ribbon of water that ebbs and flows to the bay. Bring kayaks for adventures right outside the door.  Features include central air conditioning, sunroom, hardwood floors, separate dining room, den, living room, large dine in kitchen and enclosed outdoor shower. Access the Cape Cod Rail Trail for bike rides a half mile away, and a half mile beyond is the entrance to the National Seashore's Marconi Beach, for fun in the ocean waves. Gas grill, ipod connection, ceiling fans, several flat screen televisons add to this lovely comfortable home.  Season 2019 rates $2000-$4700/wk for 8-10 occupants Contact VIP Real Estate for more pictures and information.

Wellfleet Waterfront Sleeps TEN
Stairs to Beach and Tidal Bay inlet ID# M 8

Huge deck overlooks the water
Amazing views!

M# 8 Wellfleet Waterfront with 5 bedrooms 3 baths SLEEPS 10, internet access, air conditioned living room, ceiling fans in all bedrooms and is nestled privately on a waterfront homesite. Facing the Water to view a most beautiful scene of the bay, wildlife, boating, colorful sunsets. This is a great big home to accomodate your large group of 10. A large open living-dining area with hardwood floor flows to tiled floor kitchen, plus there is a separate den with a flat screen TV. Enclosed outdoor shower. The huge deck runs along the side of the home for shady areas, and the front deck overlooking the water is sunny and bright. A long staircase leads you to the beachy area to sit, sun, play frisbee or walk along,  wade, maybe some high tide swimming too. Bring your Kayaks-this would be a fabulous spot to launch from! $1600.00-$3600.00 a week  Summer 2019. Contact VIP for more info and many more pictures too.

Wellfleet on tidal Bay inlet.
Sleeps Eight. Vacation Rental 2019 ID # M 9

Spectacular Sweeping Bay & Sunset View
From the upper deck

M# 9 South Wellfleet  4 bedroom 3 bath Cape(sleeps 8) located on tidal marshfront bay beach! Bring a kayak! Wifi internet access. Sweeping views of Bay and Lieutenant Island (where you can swim), from multiple decks, screened in porch, living room, sun room, covered porch, den and upstairs bedrooms. Dine in the oak paneled kitchen, enjoy your summer fare in the sun room, in the screened in porch, or out on the deck. First floor has one bedroom with two twins, bath off of hall, and upstairs has three bedrooms(one with a king sized bed) and two baths. This home has a mixture of modern and older decor. A lot of room for everyone to spread out and enjoy summer on the Bay. As the sun sets you will experience the glorious colors over the Bay and beyond. Come explore the shore! Summer 2019 rates $3000-$3300/wk (plus $200 cleaning fee)Contact VIP Real Estate for more pictures and information.

Wellfleet Architect design -Private, Near town
Sleeps Six . Vacation Rental 2019 ID# M 10

Spacious and unique
A really dreamy vacation spot!

M# 10  Wellfleet 5 bedroom 3 bath(sleeps 6) architect designed multi-leveled house with high ceilings set atop a hill in a quiet wooded area, a little over one mile to town. Enter via deck, guest house on left with one bedroom and a bath. To the right enter main house into foyer that flows into living/dining kitchen area, half bath off of hall. Doors open out to sunny patio. One bedroom is up above, and overlooks the living area below. Lower walk-out level has three more bedrooms, bath off of hall. This is a beautifully furnished, well appointed stylish home. Internet access. Summer 2019 rates $1600-$2600wk, 2 week minimum Contact VIP Real Estate for more pictures and information.

Email VIP click here

Truro Artist retreat ocean side hills
Vacation Rental 2018 . ID# M 11

Large open Living room
Sleeps 4 Set up on a Private Hillside

M#11 Truro  Sleeps 4-Ocean side of town, with wifi and cable tv. 1 bedroom with double bed, plus another sleeping area with double bed downstairs, and a roll away cot to place where you wish, 3 baths. Set on over an acre at the end of a lane in the wooded hills on the ocean side of town. Enter side door via partially covered deck into spacious open living, dining area with hardwood floors and sliders opening to high deck with wide slats. Bath to right. Galley kitchen tucked to left. Steps up from open living area lead to bedroom with bath within. Stairs down to walk out basement level second sleeping area, third bath and laundry area. Sliders open out to lower deck and yard, outdoor shower. Washing machine, and clothesline. Contact VIP Real Estate for more pictures and information. Summer 2018 rates $950-$1200/wk

Wellfleet convenient to swimming ponds
Sleeps 6 vacation Rental 2018. ID# M12

Fun Sunroom
Doors open to large Deck too!

M#12 Wellfleet  Located on a wooded circle convenient to some of Wellfleet's freshwater swimming ponds within the National Seashore is this contemporary 3 bedroom 2 bath Cape with skylights, ceiling fans, internet access and sunroom addition. (Sleeps 6)Large low to the ground back deck. Atlantic Ocean is less than two miles down the road too. Living area has hardwood floors and French doors open out to lovely light tiled sunroom. Well equipped home with washer, dryer, dishwasher and outdoor shower~all you need to have a comfortable relaxing vacation! Don't feel like driving to a restaurant and don't feel like cooking either? Call in your order and stroll down to PJ's and enjoy! $1000-$1800/wk, Summer 2018 Contact VIP Real Estate for more pictures and information.

Wellfleet Screened porch & 8/10ths mile to town.
Sleeps Six. Vacation Rental 2019. ID# M13

Screened porch
Patio, hammock, horseshoes and bocci, too!

M#13  Wellfleet 3 bedroom  1 1/2 bath(sleeps 6) Contemporary home with air conditioning set on good sized level natural yard with pine trees in neighborhood convenient to the village, or take back roads to Bay beaches, less than a mile away. First floor bedroom, two more large bedrooms upstairs. Fully equipped kitchen, lovely dining beyond with lots of sunlit windows. Open feeling living room, and outstanding large cathedral ceiling screened in sun porch with ceiling fan. You will use this screened porch all day and night! This is a comfortable home for your summer vacation with internet access, and 2 TVs. Play bocci, pitch horseshoes, grill up your fresh catch or just lay in the hammock. Enjoy and relax in the screened porch.  Summer 2019 rates $100-$1950/wk Contact VIP Real Estate for more pictures and information. Work with VIP, you'll be so very glad you did.

S. Wellfleet, three bedrooms, air conditioned!
Sleeps 6 Vacation rental 2019. ID# M14

Dining in the gazebo
Built in seating on spacious deck, too!

M#14 S. Wellfleet Located about 3/4 of a mile to the entrance of Marconi Beach is this 3 bedroom 2 bath Contemporary Cape with furnished deck, gas grill, air conditioned bedrooms, wifi. Open "L" living, dining, kitchen area with skylights. Sliders open out to furnished deck with gazebo, two bedrooms and one bath on first level, upstairs has another bath, and main bedroom with queen bed, sliders open out to balcony. Nestled on the lot for privacy, also convenient to Lt. Island and its bay beaches, Cape Cod Rail Trail bike path, restaurants and ice cream all nearby.  Summer 2019 rates $1200/wk-$1950/wk. Sleeps 6. Contact VIP Real Estate for more pictures and information.  

To email VIP click here

Three bedrooms, deck, ac in main bdrm
Convenient to Long Pond and town

Wellfleet down the street from Long Pond
Air conditioned main bedroom 2018. ID# M17

Ocean side of town
Village less than a mile away via overpass

M# 17 Wellfleet- Three bedroom 2 bath plus loft, enclosed outdoor shower multi level contemporary situated on nearly half an acre located on the ocean side of town, and less than a half mile from Long Pond with it's freshwater swimming beach. Ocean swimming beaches are within two miles, town is less than a mile in the other direction. Furnished deck is low to the ground. Air conditioning in main bedroom, Wifi, flat screen tv, washer, dryer, dishwasher, Sleeps 8, $1750/wk, Summer 2018 Contact VIP for more pictures!

Wellfleet ocean and pond side of town
Sleeps Eight. Vacation Rental 2016. ID# M18

Open airy light and spacious living room
Sliders open out to large deck

M#18 Wellfleet 3 bedroom 2 1/2 bath contemporary (sleeps 8)built in 2000 with internet acces. Enter into tile foyer with half bath into spacious and bright cathedral ceiling iving room with dining area and sliders opening to very large and long deck. The very pretty kitchen has lots of counter space for creating sumptuous summer feasts, door opens out to porch to enjoy them. Also on this level is the main bedroom with it's own bath.(Whirlpool spa tub!) Stairs from foyer lead to a loft walkway overlooking the living area. One large bedroom with 4 twins and another 3cross the hall with a queen bed plus another bath. This home is very comfortable and inviting! $2300/wk 2017.  Contact VIP Real Estate for more pictures and information.

Wellfleet Sweet Dreams cottage
Sleeps 2. Vacation Rental 2019 ID# M20

Queen bed
Ceiling fan, wifi, flat screen tv too!

M#20 Wellfleet "Sweet Dreams" Welcome to this one bedroom heated and air conditioned cottage with queen bed located at Brownie's Cabins, with ceiling fans, flat screen tv, wifi, large enclosed outdoor shower, gas grill, furnished patio, sunroom dining/kitchen area has double futon too.  Accommodates 2 people.  You will love this darling cottage! 2019 Rates: $600-$700/wk, or $125/night in the shoulder seasons, 3 night minimum   Contact VIP Real Estate for more pictures and information.

Wellfleet Harbor View
Sleeps Six. Vacation Rental 2015. ID# M21

Wonderful views....
and an outstanding interior, ask for photos!

M#21 Wellfleet Harbor Views. Accommodates 6 people. Quality abounds in this modern contemporary with an open bright cheery feeling. Imagine yourself on the deck, enjoying salty breezes and  watching boats in the distance floating on sparkling  blue water.Convenient to town via Uncle Tim's Bridge to peruse book stores, shops or pick up something to grill for dinner. Plenty of room at the large dining table with water view. Comfortably furnished living area with water view, or take the spiral staircase up to the den which also has a water view. Bedrooms also have water views. Artistic touches throughout this well equipped home. $3400/wk-$3600/wk summer 2015 Contact VIP Real Estate for more pictures and information. We will find you a delightful rental to relax in!! Come visit Wellfleet ...we are a place you will want to return to year after year!!!!

Click here to email VIP

Wellfleet not far from village, sun porch!
Sleeps Six. Vacation Rental 2018. ID# M23

Open comfortable bright living area
All who stay here love it, you will too!

M#23 Wellfleet 3 bedroom 2 1/2 bath(sleeps 6) Cape contemporary built in 2003! Wireless internet access.  Beautiful large home. Great open space...Enter front door and bedroom is to the right, bath across hall. Go through to large, open and airy room with dining and well equipped kitchen to left, and living area to right with fireplace. Tickle the ivories on the upright piano. Sets of sliders open out to well furnished deck over looking wooded back yard. Separate sun room off to left. Upstairs are two skylit bedrooms with berber carpeting and open den. Hardwood floors, ceiling fans, tasteful decor, and many amenities add to your vacation experience. Summer 2018 rates $1650-$2500/wk. Contact VIP Real Estate for more pictures and information. We want to find you a vacation rental that will make you so very happy. Let us fullfil your rental wishes! And this home could certainly do that...as these homeowners have made their property so fun, comfortable and inviting.

Wellfleet Indian Neck area
Accommodates 10 people ID # M 24

Spacious 28'x 24' deck for relaxing
Bay beach down the road

M#24 . Wellfleet Indian Neck area- 4 bedroom 2 bath split level home sleeps 10 with enclosed outdoor shower, spacious furnished deck, gas grill, living room with large flat screen tv, plus second kitchen downstairs with second fridge, all bedrooms cooled by ceiling fans plus most other rooms too, internet access,  washer, dryer, and dishwasher. Bay beach about a mile down the road and conservation walking trails nearby too. Parking for four cars. $1600-$2000/wk Summer 2018  Contact VIP for details and more pictures to be emailed! We will do our VERY best to find you the rental to meet your needs.

Wellfleet Sprawling Contemporary near Town
Sleeps 9. Vacation Rental 2018. ID# M26

Huge rambling home with various areas to relax
High ceilings, multiple decks, private too

M#26 Wellfleet 4 bedroom 2 1/2 bath (sleeps 9) sprawling one level contemporary set on a treed lot convenient to town. Four decks, white ceramic tiled huge open living dining area with fireplace, and separate den make this a very comfortable home with plenty of room. Main suite is a wing at one end, with queen sized bed and it's own bath. Three other bedrooms in wing on other end. This is such a one of a kind house...very 1970's contemporary. Tree top hillside homesite. Take the backroads into town. A large group will have plenty of room to spread out. Soaring high ceilings in many areas. Natural lot among pine trees. Internet access. $2550/wk 2018.   Contact VIP Real Estate for more pictures and information. Work with VIP...you'll be glad you did!

Click here to email VIP

Centrally located Living room with flat screen TV
Cool and comfortable with ceiling fan

Wellfleet In town Large Antique
Sleeps 12 Vacation Rental 2019. ID# M29

M#29 Wellfleet Antique a half block into the downtown Main Street Village. This very spacious home with internet access offers Five bedrooms, three baths,  sleeps 12, and features a Dining room, Living room, den, and 2 eat-in kitchens.  Enjoy the rocking chairs on the inviting front porch watching the passersby. Well equipped home with hardwood floors, newer laundry appliances, 2 flat screen TVs, and more! Enjoy a backyard BBQ on the furnished patio. Stroll to galleries, bookstores, the grocery store, restaurants or  go out for an ice cream. The Bay is just two streets away. Come find out what Wellfleet is all about! Summer 2019 weeks $1750-$3200/wk Contact VIP Real Estate for more pictures and information.

Wellfleet Water views & just about at Bay beach!
Sleeps Four. Simple cottage. Vacation Rental 2018. ID# M31

Simple cottage overlooking the harbor
Town up the street too!

M#31 Wellfleet 2 bedroom 1 bath cottage with internet access (sleeps 4) overlooking the Harbor, Duck Creek and Mayo Beach is around the bend. Enter into galley kitchen, and beyond is open living dining area. Two bedrooms to right, one with queen sized bed, the other with two twins. Nicely furnished deck for sunny lounging and an easy walk to restaurants, galleries and playground.  This location is really wonderful, the convenience of this location will make your vacation very relaxing. Watch square dancing at the Harbor on hot summer nights. Or the boats in the harbor...sailing in and out. The views are really great and ever changing.  Park your car because everything is so convenient that you could spend your week never behind the wheel! $1700wk per week summer 2018, plus $95 cleaning fee.  Contact VIP Real Estate for more pictures and information.

Wellfleet Old Wharf area
Sleeps Six. Screened porch Vacation Rental 2019. ID# M32

Screened porch for you to enjoy
Breezes come up through the pines, from the bay

M#32 South Wellfleet 3 bedroom 1 1/2 bath (sleeps 6)  contemporary ranch with internet access and  tile floors throughout, on wooded hillside off of Old Wharf Road.  Upper entry level is decorated with flair- large open living/dining/kitchen area with fireplace and  sliders opening to deck. Downstairs has a nice screened in porch and three tiled bedrooms and a full bath.  All bedrooms are in the lower walkout ...and two of the bedrooms have sliders out to the roomy screened in porch.  The Bay beach at the end of the street is overlooking Lt. Island and is a lovely place to watch sunset. Marconi Beach is convenient from this location as well as a variety of restaurants and the Cape Cod Rail Trail. $900-$1500/wk 2019 Contact VIP Real Estate for more pictures and information.

Wellfleet Indian Neck area
Central ac, wifi, three decks ID# 34

Bay beach down the street two blocks
Burton Baker Beach, Indian Neck

M#34 Wellfleet Indian Neck area three bedroom two and a half bath 2100 sq. ft. contemporary with high decks overlooking lovely landscaped  half acre yard and goldfish pond. Central ac and fans to cool the home, or gas stove in large den for chilly nights after being at the beach all day. Wifi, expanded cable, enclosed outdoor shower, main bedroom has king sized bed and bath within has separate tub plus shower stall.  Two other bedrooms each  have a queen sized bed, plus there is a single twin and queen pull out in the den. From open living dining kitchen area, take spiral stair case up to open loft office area with sliders opening to small balcony. Summer 2019 rates $2000-$2700/wk.  Contact VIP Real Estate for more pictures and information.

Click here to email V.I.P. Real Estate


Click here to go to page 2 of Vacation rentals

Most rentals, if they have a landline,have a long distance phone block allowing only local calls(bring your cell) Pets are not allowed in rentals, smoking is not permitted. Maximum Occupancy is stated on each rental. Add a $20.00 processing fee on every rental vacation price. Security deposits are required on vacation rentals, inquire at time of booking for the amount. Cancellation policy is, once you have paid, all monies collected are liquidated damages should you need to cancel. Inquire for more information at the time of your booking.

V.I.P. Real Estate Sales and Vacation Rentals since 1982